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1 itu formation of acyl nitroso intermediates (dienophile).
2 ls-Alder reaction with an alkenyl or alkynyl dienophile.
3 additional reagents apart from a diene and a dienophile.
4 ing acetylene or a "masked acetylene" as the dienophile.
5 ubstrates and electronic distribution in the dienophile.
6 in as a masked diene and iso-maleimycin as a dienophile.
7 iately reacts with a trans-cyclooctene (TCO) dienophile.
8 upon bioorthogonal reaction with a strained dienophile.
9 ediated redox modifications of the activated dienophile.
10 -demand Diels-Alder reaction with a suitable dienophile.
11 3-fold) upon Tz ligation with BCN-a strained dienophile.
12 zing furan as the diene and maleimide as the dienophile.
13 opanol moiety with the carbonyl group of the dienophile.
14 t unoccupied molecular orbital (LUMO) of the dienophile.
15 anilines and aldehydes possessing a pendent dienophile.
16 of the Diels-Alder reactions with an allene dienophile.
17 s a stepwise pathway even for less activated dienophiles.
18 diene and moderately to highly electrophilic dienophiles.
19 is indeed favored for the most electrophilic dienophiles.
20 tility, expanding the range of participating dienophiles.
21 enes with 1,4-quinone monoketal and acrolein dienophiles.
22 with polymer-supported acyl- and arylnitroso dienophiles.
23 ch, electron-deficient, and electron-neutral dienophiles.
24 e in Diels-Alder cycloaddition with reactive dienophiles.
25 rom less nucleophilic dienes and unactivated dienophiles.
26 go thermal cycloadditions with electron-rich dienophiles.
27 d undergo Diels-Alder reactions with various dienophiles.
28 lerant toward a variety of alkyl-substituted dienophiles.
29 the difference in LUMO energies for the two dienophiles.
30 tially reacts with electron-rich or strained dienophiles.
31 substituents originating from the acetylene dienophiles.
32 divergence between cyclic and acyclic enone dienophiles.
33 trazine in the presence of trans-cyclooctene dienophiles.
34 have been established as highly reactive aza-dienophiles.
35 yltetrazine with high orthogonality to other dienophiles.
36 varov reaction, employing phenolic dienes as dienophiles.
37 rnene, Nb) and fast (trans-cyclooctene, TCO) dienophiles.
38 antial differences were observed between the dienophiles.
39 dition in the presence of electron-deficient dienophiles.
40 gand for the enantioselective hDA of acyclic dienophiles.
41 undergo Diels-Alder reactions with suitable dienophiles.
42 developed that expanded the scope to cyclic dienophiles.
43 ompounds may be due to the distortion of the dienophiles.
44 rning on reactivity toward trans-cyclooctene dienophiles.
45 onylchromones, isocyanides, and nonsymmetric dienophiles.
46 than that of IEDDA cycloadditions with other dienophiles.
47 ng in stronger interactions with the HOMO of dienophiles.
48 zation with the preformed glycosyl diene and dienophiles.
51 iels-Alder reaction between diene (R)-61 and dienophile 55, followed by an intramolecular nucleophili
52 ction features the first use of an azepinone dienophile (8), with high diastereofacial selectivity ac
53 tom at the gamma position, an amine-aldehyde-dienophile (AAD) [4 + 2] cycloaddition takes place by fo
54 Not only are the reactions of electron-rich dienophiles accelerated but those of strained and even u
56 udy the ability of the isoimidium group as a dienophile activator in DA reactions, as well as its beh
57 lobutadiene can function as both a diene and dienophile, affording a mixture of vinylcyclobutane (2 +
58 e methide interception by a nucleophile or a dienophile allows for one-pot conversion of benzylic C-H
59 azines for amidines but slower with strained dienophiles), an exclusive C4/N1 mode of cycloaddition,
60 to a three-membered diene and a two-membered dienophile, analogous to a retro-Diels-Alder reaction, m
61 driven Diels-Alder reaction of a fluorinated dienophile and a borole that shows remarkable diastereos
65 ycloaddition (relative approach of the diene-dienophile and endo/exo approach of the nitro group) not
66 sting substituents judiciously placed on the dienophile and intrinsic to the widely used tetrazine 2,
68 , in which the tether linking the initiating dienophile and oxadiazole bears a chiral substituent tha
69 chiral substituent on the tether linking the dienophile and oxadiazole was used to control the facial
71 rable electrostatic interactions between the dienophile and the charged catalyst stabilize the highly
73 and 7-deazapurin-2,6-diamine nucleosides as dienophiles and 3,6-dipyridyl-1,2,4,5-tetrazine as diene
75 review we discuss the range of commonly used dienophiles and aza-dienes for this process whilst highl
76 r (DTDA) reaction by employing two different dienophiles and eventually generating a small repository
78 ro-Diels-Alder reaction features unactivated dienophiles and o-QM precursors tethered by a simple phe
80 es with both electron-poor and electron-rich dienophiles and reveal reaction pathways involving eithe
82 ddition reaction involving in situ arynes as dienophiles and substituted 1,2,4,5-tetrazines as dienes
84 azolidinone appended with a number of common dienophiles and various dienes demonstrate the utility o
87 re possible for both the heterodiene and the dienophile, and the target products are obtained in good
88 nvolve highly substituted dienes and juglone dienophiles, and there is an opposite regiochemical outc
90 ed synthetic literature: while electron poor dienophiles are expected to be the most reactive partner
93 on reactions between tetrazines and strained dienophiles are widely used for protein, lipid and glyca
94 midines and 1,2,3,5-tetrazines with strained dienophiles) are sufficiently low to indicate they may b
95 ilities were established with respect to the dienophile as well as azadiene; H-bonding solvent effect
96 iene intermediates using maleic anhydride as dienophile as well as kinetic studies confirm the calcul
97 to be significantly more reactive than imino dienophiles, as a consequence of less distorted transiti
98 upon mixing the dendralene and an excess of dienophile at ambient temperature in a common solvent, s
101 onalization of the selectivity obtained with dienophiles based on (R)-bis((R)-1-phenylethyl)amine.
102 reactive conformation of the vinyl glycoside dienophile being controlled by an exo-anomeric effect.
103 ive Diels-Alder reactions with monoactivated dienophiles, but require fairly forcing conditions, thus
104 oaddition reaction with norbornadiene and as dienophiles (C=S) in the reaction with cyclopentadiene.
105 stereogenic center between the diene and the dienophile can control the relative and absolute configu
106 ted by (2R,5R)-2,5-diphenylpyrrolidine based dienophiles can easily be rationalized by a C2 symmetric
107 xidation level of the alpha,beta-unsaturated dienophile (carbonyl and carboxyl), whereas proton catal
108 and resulting in a wider range of potential dienophile choices or the use of milder reaction conditi
110 n of spiro[4.4]nona-2,7-diene-1,6-dione as a dienophile component followed by immediate aromatization
112 require either electronic activation of the dienophile, conformational restriction of the tether, or
113 allylic C-H alkylation and approximated to a dienophile contained within the tertiary nucleophile to
115 the course of cycloadditions of Diels-Alder dienophiles containing linked enyne sites, each substitu
116 at furan/maleimide is the most studied diene/dienophile couple, this perspective article reports stra
122 in the Diels-Alder reaction and reacts with dienophiles dimethyl acetylenedicarboxylate (DPF.DMAD, 6
123 ers, they can be trapped in situ by suitable dienophiles during or immediately after the gold(I)-cata
124 eteroatom substitution and utilizing alkynyl dienophiles enhances the reaction rates up to 10(5)-fold
126 ectron-withdrawing groups on the aryl alkyne dienophile facilitated the reaction, and these substrate
127 tem toward a number of indene derivatives as dienophiles, first in intermolecular and thence intramol
129 sine-L36 acts as a Lewis acid activating the dienophile for nucleophilic attack, and asparagine-L91 a
131 omprise a new and versatile family of chiral dienophiles for the venerable Diels-Alder (DA) cycloaddi
132 ituted orthoquinone monoketals with olefinic dienophiles furnished functionalized ortho-endo bicyclo[
133 These furo[3,4-c]furans react with various dienophiles, furnishing anisole derivatives derived by l
134 e at 80 degrees C in the presence of several dienophiles gave [4 + 2]-cycloadducts derived from the D
136 o-Diels-Alder reactions of iminium and imine dienophiles has been explored with density functional th
139 nes, and three tetrazines) with the ethylene dienophile have been explored with density functional th
140 dition reactions involving vinylazaarenes as dienophiles have been quantitatively explored in detail
141 reactions between s-tetrazines and strained dienophiles have numerous applications in fluorescent la
142 ization reaction or exclusively as dienes or dienophiles if they are trapped with imines or cyclopent
143 of N-glycosides of enone sugars as reactive dienophile in asymmetric synthesis of bicyclic adduct th
144 part of the tether system works to place the dienophile in closer proximity to the furan ring, thereb
146 reactivity trend: cyclobutadiene serves as a dienophile in intramolecular reactions when it is connec
147 model study required the modification of the dienophile in the [4+2] cycloaddition to accommodate the
148 of star anise oil from a natural source as a dienophile in the multicomponent double Povarov reaction
149 n between a nitrobenzene, an aldehyde, and a dienophile in the presence of iron powder as a reductant
151 nstead of gaseous ethylene, as the source of dienophile in this one-pot synthesis, makes the aromatic
153 DMTB and related reagents engage diverse dienophiles in an initial Diels-Alder or metal-catalyzed
154 lpha,beta-unsaturated N-acyl iminium ions as dienophiles in Diels-Alder reactions and electrophilic a
155 nones were prepared and subsequently used as dienophiles in Diels-Alder reactions to form building bl
156 nones are demonstrated to function as potent dienophiles in inter- and intramolecular Diels-Alder cyc
158 -Alder cycloaddition with electron-deficient dienophiles in the absence of any activator or catalyst,
160 t-2-enone were employed in their (E)-form as dienophiles in the Diels-Alder reaction with 1,3-cyclope
161 hat the regiopreferences of these dienes and dienophiles in these cases are not a fixed property of e
162 servation that furans and an indole serve as dienophiles in this cascade reaction permitted the synth
165 thesis of para-benzoquinones from acetylenic dienophiles, including benzynes, is also demonstrated, a
166 ion, which is dependent on the nature of the dienophile, initially led to the development of an unant
168 served when the termini of the diene and the dienophile involved in the shorter of the forming bonds
169 mportant reactions of 1,2,3-triazines with a dienophile is inverse electron demand Diels-Alder (IEDDA
171 tion of several alkyne and alkyne-equivalent dienophiles is presented, showing that the relative reac
173 2] cycloaddition of a conjugated diene to a dienophile, is one of the most powerful reactions in syn
174 resting reactivity was observed with certain dienophiles leading to ring-opening of the initially for
175 e (CHT) and cyclooctatetraene (COT) with the dienophiles maleic anhydride and 4-phenyl-1,2,4-triazoli
176 s are reacted with the isotopically enriched dienophiles maleic anhydride and a C18-alkyl chain-modif
177 ) reactions that occur between the diene and dienophile moieties located on a single macrocyclic trie
178 -Alder reactions with tethered electron-poor dienophiles more rapidly and in higher yield than non-ni
179 proceed with a predictable regioselectivity (dienophile most electron-rich atom attaches to C4), and
180 lenes (as multidienes) with an electron poor dienophile, N-methylmaleimide (NMM), has been studied.
181 f various 3,4-diarylfurans with a variety of dienophiles, neat and under mild conditions in the absen
183 Herein, we investigate the effect of the dienophile on the fluorescence enhancement obtained upon
187 ic diene component either with water-soluble dienophiles or with dienophiles requiring mixtures of wa
188 nomaly is related to the fact that the diene/dienophile orientation in the charge-transfer [MeOSty, o
190 with deeper features on other types of diene/dienophile pairs being either petro-sourced (cyclopentad
192 oxidation state) of the 4pi (diene) and 2pi (dienophile) pairs of reactants dictates the oxidation st
193 ns involving cyclodimerizations, dienes, and dienophiles, parameters affecting the reaction, while th
194 involving unsymmetrical alkenyl and alkynyl dienophiles proceed with good to excellent regioselectiv
195 rimethylsiloxy)-dienes and a,B-alkynyl ester dienophiles provided facile access to resorcinol precurs
196 ith both achiral and chiral acrylate-derived dienophiles provides rapid access to the bicyclo[2.2.2]d
197 Limited reactions were observed with other dienophiles, providing the expected cycloadducts in most
198 cycloaddition are defined; new viable diene/dienophile reaction partners in the cycloaddition reacti
199 Diels-Alder cyclization of diverse diene-dienophile reactive pairs proceeds rapidly, in high yiel
201 ither with water-soluble dienophiles or with dienophiles requiring mixtures of water and organic solv
202 cycloaddition reactions with a wide range of dienophiles, resulting in the formation of bridged bicyc
203 ns with amidine, electron-rich, and strained dienophiles reveal unique fundamental reactivity pattern
206 Nitroalkene 26 containing a diene as the dienophile served well in the tandem cycloaddition to af
207 gid 1-azadienes can behave as both diene and dienophile species through a spontaneous cyclodimerizati
209 and the influence of various factors such as dienophile structure and the approach mode of the nitro
210 carbonyl-containing series, a wide range of dienophile substituents were screened including esters,
212 action was investigated, including diene and dienophile substitution patterns and dienophile tether l
214 t both the amino acid-Cu(2+) complex and the dienophile substrate are included inside the macrocyclic
216 e turn-on (up to 400-fold) when reacted with dienophiles such as cyclopropenes and trans-cyclooctenes
217 dioneketene, which reacts with electron-rich dienophiles such as enol ethers to afford [4 + 2] cycloa
219 ere the "unmasked" Cp can rapidly react with dienophiles, such as maleimides, through a conventional
221 presence of an amido carbonyl as part of the dienophile tether, as opposed to the annealed ring (66)
222 raordinary cycloaddition rates with strained dienophiles (tetrazine ligation), the new and isomeric 1
223 Cyclopropenyl ketones are highly reactive dienophiles that can engage a range of cyclic dienes and
224 ween surface-immobilized anthracene and four dienophiles that differ in electronic and steric demand.
225 s of cyclohexadiene and cycloheptadiene with dienophiles that give relatively synchronous transition
226 A diene and either the HSty, ClSty, or MeSty dienophile, the donor/acceptor arrangements in the charg
227 the lack of reaction of the non-fluorinated dienophile, the stereochemical outcomes, and the rate ac
228 elative basicities of the PEDA precursor and dienophile, the stoichiometry and concentration of the L
230 h the energies of the vacant orbitals of the dienophiles, the lower reactivity of the allenes relativ
231 With dihydropyridone 5 and cis-disubstituted dienophiles, the resulting cycloadducts were obtained as
232 complexes containing both the diene and the dienophile; the cycloaddition reaction occurs in the cav
233 beta,gamma) double bond of one allene as the dienophile; the double bonds at the alpha-aryl-(beta',ga
234 several symmetrical as well as unsymmetrical dienophiles, these dendralenes afforded diversity-orient
235 t rates of reaction of these products with a dienophile through the Diels-Alder reaction confirmed th
236 e heterodiene component and the other as the dienophile to afford different types of dimeric products
239 on between a cyclopentadiene and an olefinic dienophile to form norbornene, which is among the best-s
240 s synthesized from L-lactide and used as the dienophile to prepare spiro[6-methyl-1,4-dioxane-2,5-dio
241 l Diels-Alder reaction relied on an "ynoate" dienophile to rapidly assemble the required resorcylinic
242 along with an alkyne, have been utilized as dienophiles to afford a wide range of different THP deri
243 undergo Diels-Alder cyclization with various dienophiles to afford novel octahydroquinolines containi
244 -Alder cycloaddition with electron-deficient dienophiles to afford, without any significant selectivi
245 We have found 2-brominated cycloalkenone dienophiles to be both highly endo selective and signifi
246 dienes and undergo Diels-Alder reaction with dienophiles to form stable non-aromatic Diels-Alder addu
248 itions with electron-rich and neutral alkene dienophiles to generate a tetrahydropyridinium ion as th
249 [4+2] cycloaddition reactions with different dienophiles to generate bridged azabicycles in high endo
250 eta-enals can act as well as highly reactive dienophiles to render adducts endowed with nitrogenated
257 s, providing gels that can be patterned with dienophiles upon 365 nm uncaging of cyclopentadiene.
260 d Diels-Alder cycloaddition with an external dienophile usually exists, except in the case of 5-subst
261 ng that the relative reaction rates of these dienophiles vary over multiple orders of magnitude.
262 ying highly electron rich 2'-hydroxychalcone dienophiles via electron transfer-initiated Diels-Alder
263 nce from benzene oxide and a nitroso- or azo-dienophile was investigated as a tool for access to high
264 site K127 and the aldehyde group of the enal dienophile was revealed by structural analysis and captu
265 n cycloaddition, and a methylenecyclopropane dienophile was used for a stereoselective intramolecular
267 of isatins compared to other carbonyl based dienophiles was demonstrated and rationalized with the a
268 togenerated dienes, a diverse test set of 20 dienophiles was examined, comprising electron rich, elec
269 e" [4 + 2] cycloaddition with representative dienophiles was followed by the "west-side" construction
270 eic acids incorporating 7-oxanorbornene as a dienophile were reacted with tetrazines linked to either
276 adiene, and cycloheptadiene with a series of dienophiles were studied with quantum mechanical calcula
277 lving 1,3-disubstituted nonequivalent allene dienophiles were studied, and some surprising results we
278 nyl-1,2,4-triazoline-3,5-dione served as the dienophile which provided the adjacent N-N unit in hexah
279 The relative configuration adjacent to the dienophile, which led to C4 of the decalin system, as we
280 eric (Pauli) repulsion between the diene and dienophile, which originates from both a more asynchrono
281 ubstrate promiscuity towards both dienes and dienophiles, which enables the expedient syntheses of st
282 to predict even more reactive vinylazaarene dienophiles, which may be useful in organic synthesis.
283 in the conserved hexacene unit works as the dienophile while the tetraazahexacene participates as th
284 f the diene to the more hindered face of the dienophile, while electrostatic interactions control the
285 ate and cyclic ketenimine equivalents as aza-dienophiles, while extension to a one-pot aza-Diels-Alde
287 nd ArNO), and nitrosoformaldehyde (CHONO) as dienophiles with butadiene and a series of 1- and 2-subs
288 siderations favor endo cycloadducts for both dienophiles with DHP, while total energy considerations,
289 ion via a Diels-Alder reaction of acetylenic dienophiles with subsequent Michael additions of aromati
290 A new method for the generation of N-acylazo dienophiles with tetra-n-butylammonium periodate is repo
291 nproductive consumption of the electron-rich dienophiles without productive activation of the electro