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1 e remaining six stereocenters in the cascade cycloadduct.
2 e remaining six stereocenters in the cascade cycloadduct.
3 oadduct and, more slowly, a rearomatized 2:1 cycloadduct.
4 te a tetrahydropyridinium ion as the initial cycloadduct.
5 e is thermally converted into a [4 + 2]-like cycloadduct.
6 ibromoenone building blocks from the racemic cycloadduct.
7 sure of the intermediate eight-membered-ring cycloadduct.
8 he ability to "mask" itself as an air-stable cycloadduct.
9 e for the degree of stereoselectivity of the cycloadduct.
10 nsfer of one alkyl group to the intermediate cycloadduct.
11 observed Diels-Alder and an unobserved [6+4] cycloadduct.
12 te, followed by direct nucleosidation of the cycloadduct.
13 vinylcyclopropane to produce an intermediate cycloadduct.
14 ference to formation of the expected (4 + 3) cycloadduct.
15 d to determine the structure of the two mono-cycloadducts.
16 ased metal-binding activity of the phenazine cycloadducts.
17 iodobenzene, affords the lactone and aurone cycloadducts.
18 mote the formation of unusual diastereomeric cycloadducts.
19 h 3-substituted furans gave selectively anti cycloadducts.
20 ng access to diverse [2+2], [3+2], and [4+2] cycloadducts.
21 r capability of forming structurally complex cycloadducts.
22 n giving a preference for hetero-Diels-Alder cycloadducts.
23 do-[4 + 2] (endo-2) and exo-[2 + 2] (anti-3) cycloadducts.
24 ane cleavage of the initially formed [2 + 2] cycloadducts.
25 h acrolein to form enantiomerically enriched cycloadducts.
26 and (2+2) reactions to provide a variety of cycloadducts.
27 ding to ring-opening of the initially formed cycloadducts.
28 nd readily isolable bridged bicyclic lactone cycloadducts.
29 provide azabicyclo[n.2.1]alkanes as the endo cycloadducts.
30 ions and sigmatropic shift rearrangements of cycloadducts.
31 ndo- and 5-endo-substituted bicyclic lactone cycloadducts.
32 water from the initially formed Diels-Alder cycloadducts.
33 n with a different dienophile to form 2-fold cycloadducts.
34 and stereoselective formation of the desired cycloadducts.
35 he second epoxidation efficiently leading to cycloadducts.
36 the chemical versatility of the Diels-Alder cycloadducts.
37 m mixtures of starting materials and [4 + 2] cycloadducts.
38 ate that some chemistry is possible with the cycloadducts.
39 e present between nucleobases and pyridazine cycloadducts.
40 e evolution of trajectories to give the four cycloadducts.
41 philes such as enol ethers to afford [4 + 2] cycloadducts.
42 ic hydrogenation of the intermediate 4-nitro cycloadducts.
43 o the trend in closed-shell repulsion in the cycloadducts.
44 ly in [8pi + 2pi] cycloadditions to give 1,7-cycloadducts.
45 significant factors impacting conversion to cycloadduct: (1) the silyl transfer group has a substant
46 he diene used for the preparation of the key cycloadduct 10 using an acylnitroso-based hetero-Diels-A
50 is is a two-photon product, with the initial cycloadduct (11) ring opening to a cyclooctatriene (12)
55 ene in the presence of a Lewis acid produces cycloadducts 16a,b in a ratio of 7:1 (16a:16b), which ap
57 reacts with 9,10-dimethylanthracene to give cycloadduct 17, which undergoes retro Diels-Alder dissoc
58 afforded a quantitative yield of the desired cycloadduct 19, which could be easily reduced to the per
62 Treatment of acylnitroso hetero Diels-Alder cycloadducts 2 with iron(III) or copper(II) in an alcoho
63 Treatment of acylnitroso hetero Diels-Alder cycloadducts 2 with organomagnesium reagents in the pres
65 ewise, there is evidence that two other meta cycloadducts (2 and 3) are also formed with appreciable
67 one derivative 36 was eventually formed from cycloadduct 22 by an acid-induced hydrolysis of 22 to gi
69 with excellent diastereoselectivity to give cycloadduct 22, which possesses the required stereochemi
73 The collective data suggest that [2 + 2] cycloadducts 3a-3e arising under Gilman conditions may b
79 fulvene (2) affords the expected Diels-Alder cycloadduct, 7-(1-methylethylidene)-3,3-bis(trifluoromet
81 se dyotropic skeletal rearrangement of these cycloadducts, a reaction also first described by Himbert
84 with N-Boc (37a) and N-methylcarbamate (37b) cycloadducts also gave the cis-1,4-products predominantl
87 lenedicarboxylate to give a rearomatized 1:1 cycloadduct and, more slowly, a rearomatized 2:1 cycload
88 oketenes 21 with CO, to form [2+2] and [2+4] cycloadducts and borane adducts, and to cyclize to 1H-di
90 Two of the silicon-substituted Diels-Alder cycloadducts and one of the Hiyama cross-coupling produc
91 ontaining 1,2-pyridazine inverse Diels-Alder cycloadducts and their precursors were hybridized to sho
92 es metallo-oxy-pi-allyls en route to [2 + 2] cycloadducts and, under Ni catalysis, homoaldol cyclored
93 ing to nearly equal amounts of prox and dist cycloadducts, and (b) the proximal transition state is s
94 pi(dienone)] and [2pi(diene) + 4pi(dienone)] cycloadducts, and the mixture of products obtained varie
95 thylene under ambient conditions affords the cycloadducts Ar(iPr4) Sn(mu2:nu1:n1-C2H4)2Sn Ar(iPr4 (3)
98 ty of further transformations of the initial cycloadducts are demonstrated to highlight the versatili
101 The results support a mechanism in which all cycloadducts are formed from the E isomer of the oxyally
103 different cycloreversion rates of the formed cycloadducts are leveraged to achieve in situ multi-topo
104 al bispericyclic cycloadditions in which two cycloadducts are linked by a sigmatropic shift have been
106 been applied and the corresponding [12 + 2] cycloadducts are obtained with excellent stereoselectivi
109 ophile chemistry, and the corresponding para-cycloadducts are treated with oxygen nucleophiles via fo
110 intermediates and several unstable alternate cycloadducts arising from (2 + 2) cycloadditions and het
112 al ynones gave the corresponding fluorescent cycloadducts as bimane analogues in very high yields.
113 ed, and cyclic alkenes reacted to afford the cycloadducts as single constitutional isomers in 48-80%
115 the further functionalization of the [4 + 2] cycloadducts, as illustrated by the preparation of 20 va
116 tion pathways leading to [4 + 2] and [2 + 2] cycloadducts, as well as a novel [6 + 4] ene product.
117 imine)2Cu(+) complexes for the prox and dist cycloadducts, assessed by ESI-MS, is marginally correlat
123 ehydration and aromatization of the obtained cycloadducts bearing the resolved P-stereogenic phosphin
126 ormation of the expected [2 + 2] diazetidine cycloadducts but also to unexpected 2:1 adducts of MeTAD
127 2 and 14 with DMAD lead to the corresponding cycloadducts, but the subsequent aromatization is compli
130 rt the analysis of coumarin and styrylpyrene cycloadducts by cyclic ion-mobility tandem mass spectrom
131 yrazinium-3-olate and MMA yielding a [3 + 2] cycloadduct (CA); (ii) a skeletal rearrangement, which c
132 hetero-[5+2] cycloaddition reaction and the cycloadducts can be readily transformed into the core sk
133 ersion process, the dissociation rate of the cycloadducts can be tuned in a facile manner, thus allow
134 iene and 2,3-dimethyl-1,3-butadiene (several cycloadducts characterized by X-ray crystallography).
135 ed out in cyclohexene but the carbene-alkene cycloadduct could be detected, albeit in low yield, in t
136 electrophilic alkenes, (3 + 2) gamma-lactam cycloadducts could be formed with a high level of diaste
138 the exception of 45 and 46, the oxa-bridged cycloadducts could not be isolated but immediately under
139 eover, the strategic manipulation of nitrone cycloadducts demonstrates the utility of this methodolog
141 te, were found to afford oxabicyclic dipolar cycloadducts derived by the trapping of a carbonyl ylide
143 of azides to acylnitroso hetero-Diels-Alder cycloadducts derived from cyclopentadiene affords exo-tr
144 presence of several dienophiles gave [4 + 2]-cycloadducts derived from the Diels-Alder reaction of a
145 the corresponding Diels-Alder mono- and bis-cycloadducts derived from the presumed aryne intermediat
148 regioselective, typically producing a single cycloadduct, ensuring their synthetic utility, but both
149 An in situ ring opening reaction of exo-cycloadduct ethyl exo-2-(N,N-diethylcarbamoyloxy)-3,3-di
150 olefins and afforded appreciable quantity of cycloadduct even at room temperature; and (3) the proxim
153 ate that undergoes cyclization to afford the cycloadduct, followed by eliminative catalyst release.
154 ropy, DeltaStotal, considerations favor endo cycloadducts for both dienophiles with DHP, while total
156 l energy considerations, DeltaEo, favor endo cycloadducts for styrene and exo cycloadducts for MVK.
157 can be obtained in good yields from the pure cycloadducts, form with high regio- and stereoselectivit
159 ring generally increased both the amount of cycloadduct formed and the rate of cycloaddition relativ
160 enerate stable triazolines; in contrast, the cycloadducts formed by heating analogous azidoalkyl viny
161 ne-pot method utilizes arene-arenophile para-cycloadducts, formed via visible-light-mediated [4+2]-ph
167 tivated cumulene double bond, forming distal cycloadducts (i.e., 57) in the case of alpha-tethered al
168 amounts of chiral amine and acid to afford a cycloadduct in 64% yield as a single diastereomer with a
171 efsky diene to various aryl imines to afford cycloadducts in > or =89% ee and > or =85% isolated yiel
172 eaction opening the access to functionalized cycloadducts in a diastereoselective manner by employing
173 -100 degrees C directly provided the [3 + 2] cycloadducts in excellent yields (60-88%) under mild the
178 henylethylurea) 3 (same conditions) gave NDA cycloadducts in high yields (97-99%) with no ene product
180 th other dienophiles, providing the expected cycloadducts in most cases, although an abnormal adduct
181 r variants provide either [1 + 2] or [3 + 2] cycloadducts in reactions that depend on the reaction co
184 spect of these studies is the utility of the cycloadducts in the synthesis of complex natural product
186 pe was explored, affording the corresponding cycloadducts in up to 80% yield, 15:1 dr, and 94% ee.
188 yamide protecting groups with no harm to the cycloadduct, in contrast with the unreacted diene that i
189 h mild thermal activation providing a single cycloadduct, in most cases the initial, nonaromatic addu
191 ar distributions of transannular Diels-Alder cycloadducts, indicating that the C(6)-Br and C(21)-ster
192 ting stepwise exo-cycloaddition leading to a cycloadduct initially in a boat-conformation, subsequent
193 stereomeric mixture of 1,2-dihydropyridazine cycloadduct intermediates was isolated, characterized, a
195 ure validation was achieved by conversion of cycloadducts into known [2.2.2]diazabicyclic compounds o
200 r head-to-tail conformation of the resulting cycloadducts is often challenging by conventional spectr
201 r head-to-head and head-to-tail styrylpyrene cycloadduct isomers, ion mobility enabled CID-MS/MS was
202 escribe enantioselective syntheses of aglain cycloadducts leading to the first total syntheses and ab
203 Alkyl lithium-promoted fragmentation of the cycloadducts led to the cyclic derivatives after 1,4- or
205 lidines have been synthesized from the major cycloadducts obtained by the 1,3-dipolar cycloaddition o
206 sal of the stereochemistry in the respective cycloadducts obtained using C(1)- and C(2)-symmetric ami
207 of dead-end prenylated flavin mononucleotide cycloadducts occurs with distinct propenoic and propioli
209 igned and easily prepared from a Diels-Alder cycloadduct of an enantiomerically pure anthracene with
210 col is described for the conversion of [4+2] cycloadducts of 2-(trialkylsilyloxy)-1,3-dienes to 1,6(2
212 ngements and ring expansions of azapentalene cycloadducts of imidazolo- and triazolodicyanomethanide
214 has been examined and the boron substituted cycloadducts of those cycloaddition reactions have been
215 d (ii) regioselectivity leading to a [2 + 2] cycloadduct or an ene product when (1)O(2) reacts with a
216 ation of a proton can give the usual Nazarov cycloadduct, or ring contraction can give an alternative
217 enerated by nitrogen-assisted opening of the cycloadduct oxido bridge, with a modification that permi
218 the Diels-Alder step is also high, with endo cycloadducts produced as the exclusive products of the r
220 Double dehydration of the diol-containing cycloadduct provides an achiral enone, which upon asymme
221 e superoxide species reduces the Diels-Alder cycloadduct radical cation to the final product and refo
223 owed by reductive removal of sulfur from the cycloadduct resulted in the formation of (+/-)-alloyohim
224 dihydrooxazole nitrogen, Ghosez found major cycloadducts resulting from an attack of ketene carbonyl
226 of 2(Ph) with 2-substituted furans gave syn cycloadducts selectively, while cycloadditions with 3-su
227 The resultant efficiently formed dienone cycloadducts serve as substrates for subsequent Nazarov
228 es with a highly efficient conversion to the cycloadduct, showing no significant wavelength dependenc
229 des confirmed preferential formation of endo cycloadduct stereochemistry, imparting significant struc
232 product and improves the yield of the formal cycloadduct, tetrahydroisoquinolonic carboxylate 10.
234 Alder cycloadditions to generate isopyridine cycloadducts that are converted to pyridines upon furthe
235 ation of a series of cyclohexadienyl-benzene cycloadducts that are oxidized to the corresponding biar
236 ith 1,3-dienes to form highly functionalized cycloadducts that can be directly transformed into allyl
237 eactions to afford mixtures of regioisomeric cycloadducts that map onto the alternative carbocyclic f
238 This investigation uncovers regioisomeric cycloadducts that were not found in previous studies inv
239 F3 with Cp 2 yields the expected exo [4 + 2] cycloadduct, the reactions of these FHCs yield Michael a
240 ition, further manipulation of the resulting cycloadduct through the remaining double bond is possibl
243 cient leaving group within the corresponding cycloadduct, thus enabling unprecedented ring-contractin
247 rangement metathesis of Himbert arene/allene cycloadducts to form fused polycylic lactams led to a mo
250 rates, there is a tendency for these initial cycloadducts to undergo aromatization, ene reaction, and
252 afluoroethylene and butadiene form the 2 + 2 cycloadduct under kinetic control, but the Diels-Alder c
253 azepinone products over a potential (3 + 2)-cycloadduct under mild reaction conditions allows for th
262 functionalize an alkene group in the [4 + 2] cycloadduct using a Mukaiyama hydration and a subsequent
263 the four possible regio- and stereoisomeric cycloadducts using density functional theory (B3LYP/6-31
265 Differentiation of carbonyl groups in the cycloadduct was made by an intramolecular reaction with
268 A) chains anchored by a maleimide-anthracene cycloadduct were synthesized to demonstrate mechanochemi
273 cis-disubstituted dienophiles, the resulting cycloadducts were obtained as single diastereomers in go
274 were employed as catalysts, the Diels-Alder cycloadducts were obtained with much lower enantioselect
275 and then the silicon-substituted Diels-Alder cycloadducts were used in Hiyama cross-coupling reaction
276 lic transition state lead to the Diels-Alder cycloadducts, whereas a smaller number of downhill paths
277 aining tether yield successfully the desired cycloadducts, whereas the corresponding substrates witho
278 veal that the pathway leading to the [8 + 2] cycloadduct, which involves an initial nucleophilic addi
279 almost exclusively to the corresponding endo cycloadduct, which is in good agreement with previous ex
280 gioselective formation of a single transient cycloadduct, which undergoes chemoselective fragmentatio
281 ted with trimethylaluminum to give a [2 + 2]-cycloadduct, which underwent retroaldol fission to produ
283 eduction of the ketone carbonyl group of the cycloadducts, which possess a basic structure of bicycli
284 phenylmaleimide afforded exclusively the exo cycloadduct, while high endo stereoselectivity was obser
285 s that the lowest energy path to many of the cycloadducts will involve diradical intermediates, where
290 tereogenic centers, and provided a tricyclic cycloadduct with high diastereoselectivity and isolated
291 d by the diol or ketol reactant releases the cycloadduct with regeneration of ruthenium(0) and the re
293 red by a simple phenoxy linker and furnishes cycloadducts with a prominent structural motif found in
294 reductive cleavage of nitrosobenzene-derived cycloadducts with appropriately protected 1,2-dihydropyr
295 l-substituted vinylphosphine oxides leads to cycloadducts with complete regioselectivity and with cis
296 ors to provide the corresponding pyrrolidine cycloadducts with excellent yields and selectivities.
297 act in a stereoconvergent fashion, providing cycloadducts with the same sense of absolute stereochemi
298 s ([4 + 6]-, [2 + 8]-, [8 + 2]-, and [6 + 4]-cycloadducts) without any intervening minima has been de
300 sterically encumbered allenes afford higher cycloadduct yields, and such effects are also observed i