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1 the in situ synthesis of (E)-3-substituted 6-alkenyl-1,2,4,5-tetrazine derivatives through an elimina
2 n includes a rhodium-catalyzed reaction of 4-alkenyl-1-sulfonyl-1,2,3-triazoles featuring an unusual
4 atalyzed system; in the Rh(III) catalysis, 3-alkenyl-1H-isochromen-1-one and 3,4-dialkylideneisochrom
5 rmation to the preparation of a variety of N-alkenyl 2-pyridonyl ether analogues, which have the pote
6 nal studies suggest that the desired 5-exo N-alkenyl 2-pyridonyl ethers are formed reversibly in the
7 tramolecular ring closures by inclusion of 2-alkenyl, 2-aryl, or 2-oximinyl functionality reacted rat
10 tereospecifically the E or Z isomer of the 5-alkenyl-4-iminohydantoin products from the corresponding
12 r these reactions to occur, as unactivated 1-alkenyl-5-pentyn-1-ols fail to undergo 6-exo-dig cycliza
13 ge of functional groups on alkyl iodides and alkenyl acetates are well tolerated, thus furnishing fun
14 ive C-C coupling reaction with stereodefined alkenyl acetates proceeds in a stereoretentive fashion.
16 Z-disubstituted alkenyl-, 1,1-disubstituted alkenyl-, acyclic, or heterocyclic trisubstituted alkeny
17 he three-component addition cascade, and the alkenyl addition product can readily be converted into d
18 ere a rhodium-catalyzed asymmetric conjugate alkenyl addition with subsequent silyl trapping and a Mu
20 n of highly substituted allylic alcohols and alkenyl alcohols by means of a single catalytic system.
22 as it disengages during the isomerization of alkenyl alcohols when additional substituents are presen
26 sses to provide aryl-aryl, alkenyl-aryl, and alkenyl-alkenyl coupled products by exploiting a common
28 n cross-coupling reactions between aromatic, alkenyl, alkynyl, and alkyl substrates in library or ind
34 sigma-bond metathesis between the resultant alkenyl aluminum species and HBpin, which acts to drive
37 der acid conditions reveals quaternary alpha-alkenyl amino acids with stereodivergent control of both
42 ed-anti-[2.2]metacyclophanedienes (CPD) with alkenyl and alkynyl internal (8,16) groups is described
44 cyclic ketones from the coupling reaction of alkenyl and allenyl cycloalkanols with aryl diazonium sa
45 .1 mol % loading, providing protected alkyl, alkenyl and aryl amines in high yields with gaseous N(2)
47 played a striking longitudinal gradient with alkenyl and hydroxyalkenyl glucosinolates enriched in th
48 fers regiospecific access to acyl/aryl, acyl/alkenyl, and acyl/alkoxy gold carbenes by in situ expuls
49 he hydroacylation of vinylphenols with aryl, alkenyl, and alkyl aldehydes to form branched products w
52 as amenable to a broad range of alkyl, aryl, alkenyl, and alkynyl organomagnesium, -zinc, -aluminum,
53 studies have shown compatibility with alkyl, alkenyl, and alkynyl, aromatic, and several heteroaromat
57 hyde input; electron rich and poor aromatic, alkenyl, and branched and unbranched alkyl aldehydes all
60 methods for C-C bond formation using aryl-, alkenyl- and alkynylboronic acids under transition-metal
61 is illustrated herein for the synthesis of o-alkenyl- and o-arylphenones, which have potential for th
63 Starting from aryl-, heteroaryl-, alkynyl-, alkenyl-, and alkyltrifluoroborates, a library of highly
64 romethyl-substituted and aryl-, heteroaryl-, alkenyl-, and alkynyl-substituted homoallylic alpha-tert
66 counterintuitive Lewis base stabilization of alkenyl anions in anionic cyclization) and nanomaterials
68 stituted homoallylic alcohol derivatives and alkenyl(aryl) iodonium salts combine to form syn-1,3-car
69 ono-selective installation of diverse alkyl, alkenyl, aryl, alkynyl, fluoro, hydroxyl and amino group
71 cessfully applied to the synthesis of alkyl, alkenyl, aryl, heteroaryl, and cyclopropyl ethers, mixed
72 oss-coupling processes to provide aryl-aryl, alkenyl-aryl, and alkenyl-alkenyl coupled products by ex
73 dipolar cycloaddition using beta-fluoroalkyl alkenyl arylsulfones as dipolarophiles and glycine/alani
74 1)-cheletropic reaction of styrene with the alkenyl-Au(I) carbene intermediate to afford the cis-dis
77 e performed to afford structurally complex Z-alkenyl-B(pin) as well as Z-alkenyl iodide compounds rel
78 erted to products bearing a Z-trisubstituted alkenyl-B(pin) moiety, a vinyl group, a beta,gamma-unsat
80 Chemoselective modifications involving the alkenyl-B(pin), the vinyl, or the 1,2-disubstituted olef
81 variety of robust alkenyl-(pinacolatoboron) [alkenyl-B(pin)] compounds that can be either purchased o
82 Here, we show that dienes containing an E-alkenyl-B(pinacolato) group, widely used in catalytic cr
83 approach to reductive Heck hydroarylation of alkenyl benzaldehyde substrates that proceeds under mild
84 y ring-closing metathesis of the resultant N-alkenyl beta-amino esters, reduction to the correspondin
86 mediated dihydroxylation of a range of beta-alkenyl-beta-hydroxy-N-acyloxazolidin-2-ones results in
87 ene-cyclopropenes with Cp*RuCl(cod) leads to alkenyl bicyclo[3.1.0]hexanes, bicyclo[4.1.0]heptanes, a
88 tively high barriers to rotation round the N-alkenyl bond (DeltaG() rotation >20 kcal mol(-1)) were s
94 organozinc reagents and alkyl halides across alkenyl boron reagents in an enantioselective catalytic
95 n electrophilic radical to the electron-rich alkenyl boronate complex, leading to an alpha-boryl radi
99 yl substitutions, hydride-allyl additions to alkenyl boronates, and additions of boron-containing all
100 ynes couple with various substituted alkynyl/alkenyl boronates/boronic acids by this procedure to fur
103 the Csp-Csp2 coupling of alkynyl bromide and alkenyl boronic acid to provide conjugated 1,3-enynes.
104 o-step process involves etherification of an alkenyl boronic acid with N-hydroxyphthalimide followed
105 ws for the coupling of aryl, heteroaryl, and alkenyl boronic acids and gives access to functionalized
107 atalyzed conversion of aryl, heteroaryl, and alkenyl boronic acids into sulfinate intermediates, and
109 d sterically diverse cyclopropanols and aryl/alkenyl boronic derivatives (39 examples, 65-94% yield)
110 + 2] photocycloaddition of the corresponding alkenyl boronic derivatives and maleimides or maleic anh
111 e to primary, secondary, tertiary, aryl, and alkenyl boronic esters and occurs with complete stereosp
114 the conversion of terminal alkenes to trans-alkenyl boronic esters using commercially available cate
115 insertion reaction to give 1,1-disubstituted alkenyl boronic esters when treated with stoichiometric
116 2-iodoglycal partners and diverse aryl- and alkenyl-boronic acids is presented, leading to original
117 s-coupling of the vinylic stannane 4 and the alkenyl bromide 5 to produce a highly functionalized die
123 nnulation onto allylic alcohols initiated by alkenyl C-H activation of N-enoxyphthalimides to furnish
127 ylation and hydroalkenylation of unactivated alkenyl carboxylic acids is reported, whereby the ligand
128 ckel-catalyzed conjunctive cross-coupling of alkenyl carboxylic acids, aryl iodides, and aryl/alkenyl
133 ned to generate thermodynamically disfavored alkenyl chlorides and fluorides in high yield and with e
134 vides access to a broad array of substituted alkenyl chlorides in excellent yields and with high regi
137 A range of stereochemically defined Z- and E-alkenyl chlorides, bromides, fluorides, and boronates or
139 hat NHCCuOTf rapidly traps NHCCuX (X = F, H, alkenyl) complexes to produce (NHCCu)2(mu-X)(OTf) (X = F
141 pha,alpha'-disubstituted amino acids, chiral alkenyl-containing cyclopropane amino acids were synthes
145 the structure, stability, and reactivity of alkenyl copper intermediates, as well as insight into th
147 rectly couple di-, tri- and tetrasubstituted alkenyl cyanohydrin pronucleophiles to prepare the corre
149 n, we report the first example of the use of alkenyl cyclopropane building blocks to constrain MDM2-t
151 + 2]-cycloaddition between an alkyne and an alkenyl derivative, a reaction which has a long history.
152 addition between wide variety of alkynes and alkenyl derivatives, two of the most abundant classes of
153 l group on the nitrogen atom of the tethered alkenyl diazo amido indolo ester seemingly provides bett
154 They are also linked by the A rings by an alkenyl diester bridge to restrict the conformational fl
155 s-coupling processes had used either aryl or alkenyl electrophiles as one of the coupling partners.
166 followed by cross-coupling of the resulting alkenyl Grignard reagent with aryl halide to give tetras
168 For cyclopropanes bearing a trisubstituted alkenyl group either the corresponding cyclopent-3-enes
169 wn-6 induces intramolecular migration of the alkenyl group from N' to Calpha with retention of double
174 oceeding by stereospecific transfer of the E-alkenyl group within a transient, mu-B-H-B bridged, 2-el
177 tions permit installation of a wide range of alkenyl groups at positions beta, gamma, or delta to a c
178 afforded 1,2-dihydrophosphetes with P-bound alkenyl groups by catalyst-free hydrophosphination of al
179 yl-, acyclic, or heterocyclic trisubstituted alkenyl groups may be added in up to >98% yield, >98:2 S
180 the first solution to the problem of ECA of alkenyl groups to acyclic trisubstituted enones, an adva
182 tetrasubstituted olefins can be realized via alkenyl halide- or triflate-mediated palladium/norbornen
184 nd Pd-catalyzed cross-coupling with aryl and alkenyl halides proceeded smoothly with essentially comp
185 ziridinyl stannatrane 8 couples with aryl or alkenyl halides RX under modified Stille conditions to a
186 s into a variety of (hetero)aryl and complex alkenyl halides such as glycals, nucleosides, and nucleo
188 an aryl bromide, an activated aryl chloride, alkenyl halides, and an alkynyl bromide) serve as suitab
189 place of alkynes to furnish tetrasubstituted alkenyl halides, showcasing the first halo-arylation of
190 with a number of functional groups including alkenyl halides, sulfides, triflates, and phosphonates a
196 )2 in the oxidation of a series of alkyl and alkenyl hydrocarbons as well as of an aromatic sulfide w
200 urally complex Z-alkenyl-B(pin) as well as Z-alkenyl iodide compounds reliably, efficiently, and with
202 e hydrozirconation/iodine quench afforded an alkenyl iodide which is employed in the NHK coupling wit
205 2) complexes 1a-c and 2a-c and five types of alkenyl iodides A-E were chosen for the study, thereby d
206 s described, in which ortho-acylanilines and alkenyl iodides converted to multisubstituted quinolines
208 oxidative addition of geometrically defined alkenyl iodides occurs readily, reversibly and stereospe
209 pyrroles in good to excellent yields, while alkenyl iodides provide the corresponding acyl pyrroles
210 it enables the synthesis of a broad range of alkenyl iodides, bromides, and chlorides under mild reac
211 ws the direct conjugate addition of aryl and alkenyl iodides, bromides, and to a lesser extent, chlor
213 The first conjugate addition/alkylation to alkenyl isocyanides is described, which addresses this d
214 ta- and beta,beta-disubstituted arylsulfonyl alkenyl isocyanides to rapidly assemble diverse isocyani
215 rochannels on a paper substrate, followed by alkenyl ketene dimer treatment to hydrophobize the paper
216 yntheses of natural and unnatural conjugated alkenyl(methyl)maleic anhydrides have been described.
217 ic alcohols were transformed into conjugated alkenyl(methyl)maleic anhydrides via oxidation followed
218 nyl link could be exploited to access 2-aryl/alkenyl-methylene-alpha-glucopyranoside scaffolds via a
220 bile molecule of water and an iridium-bonded alkenyl moiety (-C(R) horizontal lineC(R)-(R=CO2Me)) as
221 donor-acceptor cyclopropanes, containing an alkenyl moiety and diverse electron-withdrawing group(s)
222 the cleavage of the terminal C-H bond of the alkenyl moiety and the dearomatization of the phenol rin
224 (SuFEx) click chemistry, in which either the alkenyl moiety or the sulfonyl fluoride group can be the
225 the cleavage of the terminal C-H bond of the alkenyl moiety, generates highly valuable benzoxepine sk
226 d to proceed with the assistance of an ortho-alkenyl moiety, which is formed by the initial alkyne co
230 The boron-centered radicals derived from alkenyl N-heterocyclic carbene (NHC)-boranes bearing est
232 o rotation around the N-alkenyl bond of 38 N-alkenyl-N-alkylacetamide derivatives was measured (Delta
233 The radical cyclizations of a subset of N-alkenyl-N-benzyl-alpha-haloacetamides exhibiting relativ
235 nes was developed involving treatment of the alkenyl NHC-boranes with AIBN and tert-dodecanethiol.
237 ype reactions generate valuable (hetero)aryl/alkenyl nitriles, iodides, and bromides as well as allyl
240 ng other reducible functional groups such as alkenyl, nitro group, and even internal alkyne intact.
241 tterns, along with a wide range of boron and alkenyl nucleophiles that couple under palladium catalys
245 ocks for the preparation of functionalized 3-alkenyl-oxindoles through a Suzuki-Miyaura reaction.
246 t the reversible formation of a six-membered alkenyl palladacycle intermediate through a turnover-lim
249 Reactions can involve a variety of robust alkenyl-(pinacolatoboron) [alkenyl-B(pin)] compounds tha
250 , and leading to cyclic ketones featuring an alkenyl side chain with complete diastereoselectivity.
251 btained products have been shown to react as alkenyl silanes in Hiyama coupling and electrophilic sub
252 avoring formation of 2,2-disubstituted metal-alkenyl species and subsequently the Markovnikov vinyl s
254 s, carbamates, and thiocarbamates bearing N'-alkenyl substituents generates carbanions which undergo
255 tiomerically pure 2-pyrones, or converted to alkenyl-substituted 2-pyrones such as naturally occurrin
257 promoting the [2+2] photocycloaddition of 4-alkenyl-substituted coumarins, which led to the correspo
258 unctionalization at the C(2)-position of a N-alkenyl-substituted indole derivative that was also stud
261 s, we identified a new class of alkynyl- and alkenyl-substituted macrolides with activities comparabl
262 Similar reactions were accomplished with an alkenyl-substituted pyrimidine, pyrazine, thiazole, quin
263 e (NBD) readily generate the bicyclic alkyl-/alkenyl-substituted stannylenes, ArSn(norbornyl) (2a or
264 corresponding aryl-, heteroaryl-, alkyl-, or alkenyl-substituted terminal alkynes with diisobutylalum
268 Studies with geometrically pure E- and Z-alkenyl sulfide isomers reveal a likely dichotomy of rea
270 ed by either (a) a cyclization cascade of an alkenyl sulfide tethered to a 2-azido-1-allenylbenzene c
271 re or (b) cationic cyclization of a tethered alkenyl sulfide with a putative 2-indolidenium cation.
273 uning the stereoelectronic properties of the alkenyl sulfides intermediates in order to improve the d
275 intramolecular cyclocondensation of tethered alkenyl sulfides with either indolidene or indolidenium
276 ifluoroborates with a variety of substituted alkenyl sulfones through an alpha-aminomethyl radical ad
277 proteins and small molecules yielding stable alkenyl sulfoxide products at rates more than 100x great
278 -alkyl, N-allyl-, and N-benzyl-substituted S-alkenyl sulfoximines under appropriate conditions result
285 e reaction is general for a broad range of 4-alkenyl triazoles and dienes, enabling the stereoselecti
287 (1) addition of an NHC-boryl radical to the alkenyl triflate, (2) fragmentation to give the alpha-NH
288 tioselective intermolecular Heck reaction of alkenyl triflates and acyclic primary or racemic seconda
289 utilize a redox-relay Heck reaction between alkenyl triflates and acyclic trisubstituted alkenols of
291 or PhMe(2) Si-Bpin as nucleophiles and aryl/alkenyl triflates as electrophiles, a broad range of mon
293 The new process forms highly substituted alkenyl triflates from a range of alkynes via a pathway
295 ttributed to the use of electron-withdrawing alkenyl triflates, which offer selective beta-hydride el
297 (EAS) reactions that allow for additions of alkenyl units to readily accessible allylic electrophile
299 s from the corresponding starting E- or Z-N'-alkenyl urea, each of which may be formed from the same