Regioselective rhodium-catalyzed allylic alkylation with a modified Wilkinson's catalyst

被引：87

作者：

Evans, PA ^{[1
]}

Nelson, JD ^{[1
]}

机构：

[1] Univ Delaware, Dept Chem & Biochem, Brown Lab, Newark, DE 19716 USA

来源：

TETRAHEDRON LETTERS | 1998年 / 39卷 / 13期

关键词：

D O I：

10.1016/S0040-4039(98)00142-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Treatment of the secondary and tertiary allylic carbonates 1 with the sodium salt of dimethyl malonate and a catalytic amount of Wilkinson's catalyst modified with a triorganophosphite, furnished the tertiary and quaternary carbon stereogenic centers 2 in high yield with excellent regioselectivity. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1725 / 1728

页数：4

共 22 条

[1] ASYMMETRIC-SYNTHESIS - ASYMMETRIC CATALYTIC ALLYLATION USING PALLADIUM CHIRAL PHOSPHINE COMPLEXES
AUBURN, PR
MACKENZIE, PB
BOSNICH, B
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1985, 107 (07) : 2033 - 2046
[2] COBALT(II) CATALYZED ALLYLATION OF 1,3-DICARBONYL COMPOUNDS WITH ALLYL ACETATES
BHATIA, B
REDDY, MM
IQBAL, J
[J]. TETRAHEDRON LETTERS, 1993, 34 (39) : 6301 - 6304
[3] NICKEL-CATALYZED SUBSTITUTION-REACTIONS OF ALLYLIC COMPOUNDS WITH SOFT NUCLEOPHILES - AN EFFICIENT ALTERNATIVE TO PALLADIUM CATALYSIS
BRICOUT, H
CARPENTIER, JF
MORTREUX, A
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1995, (18) : 1863 - 1864
[4] MECHANISTIC AND SYNTHETIC STUDIES IN CATALYTIC ALLYLIC ALKYLATION WITH PALLADIUM COMPLEXES OF 1-(2-DIPHENYLPHOSPHINO-1-NAPHTHYL)ISOQUINOLINE
BROWN, JM
HULMES, DI
GUIRY, PJ
[J]. TETRAHEDRON, 1994, 50 (15) : 4493 - 4506
[5] ALLYLIC ALKYLATION CATALYZED BY PLATINUM COMPLEXES - STRUCTURE AND REACTIVITY OF INTERMEDIATES, AND THE OVERALL STEREOSELECTIVITY
BROWN, JM
MACINTYRE, JE
[J]. JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1985, (07): : 961 - 970
[6] ASYMMETRIC PALLADIUM-CATALYZED ALLYLIC SUBSTITUTION USING PHOSPHORUS-CONTAINING OXAZOLINE LIGANDS
DAWSON, GJ
FROST, CG
WILLIAMS, JMJ
[J]. TETRAHEDRON LETTERS, 1993, 34 (19) : 3149 - 3150
[7] Enantioselective allylic substitution using a novel (phosphino-1,3-oxazine)palladium catalyst
Evans, PA
Brandt, TA
[J]. TETRAHEDRON LETTERS, 1996, 37 (51) : 9143 - 9146
[8] MODIFICATION OF OPTICALLY-ACTIVE FERROCENYLPHOSPHINE LIGANDS FOR PALLADIUM-CATALYZED ASYMMETRIC ALLYLIC ALKYLATION
HAYASHI, T
YAMAMOTO, A
HAGIHARA, T
ITO, Y
[J]. TETRAHEDRON LETTERS, 1986, 27 (02) : 191 - 194
[9] NUCLEOPHILIC AND ELECTROPHILIC ALLYLATION REACTIONS - SYNTHESIS, STRUCTURE, AND AMBIPHILIC REACTIVITY OF (ETA(3)-ALLYL)RUTHENIUM(II) COMPLEXES
KONDO, T
ONO, H
SATAKE, N
MITSUDO, T
WATANABE, Y
[J]. ORGANOMETALLICS, 1995, 14 (04) : 1945 - 1953
[10] CHIRAL PHOSPHANODIHYDROOXAZOLES IN ASYMMETRIC CATALYSIS - TUNGSTEN-CATALYZED ALLYLIC SUBSTITUTION
LLOYDJONES, GC
PFALTZ, A
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (04): : 462 - 464

← 1 2 3 →