APPLICATION OF AMPP-PD CATALYSTS IN AN UNUSUAL ASYMMETRIC ALLYLIC COUPLING REACTION OF 1-TRIMETHYLSILYL VINYL MAGNESIUM BROMIDE

被引：16

作者：

FOTIADU, F ^{[1
]}

CROS, P ^{[1
]}

FAURE, B ^{[1
]}

BUONO, G ^{[1
]}

机构：

[1] UNIV AIX MARSEILLE 3,FAC SCI & TECH ST JEROME,ECOLE SUPER CHIM MARSEILLE,URA 126,F-13397 MARSEILLE 13,FRANCE

来源：

TETRAHEDRON LETTERS | 1990年 / 31卷 / 01期

关键词：

D O I：

10.1016/S0040-4039(00)94338-7

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Unusual palladium catalyzed allylation of a silylated Grignard reagent by cyclohexenyl acetate gives in high yields a versatile synthon, 3-(1-trimethyisilyl vinyl) cyclohexene; use of chiral AMPP ligands results in e.e. up to 33 %. © 1990.

引用

页码：77 / 80

页数：4

共 27 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] VINYLSILANE-TERMINATED AND ALKYNYLSILANE-TERMINATED CYCLIZATION REACTIONS
BLUMENKOPF, TA
OVERMAN, LE
[J]. CHEMICAL REVIEWS, 1986, 86 (05) : 857 - 873
[3] BOSNICH B, 1986, NATO ASI SERIES E, V103
[4] SOME MOLECULAR-REARRANGEMENTS OF ORGANOSILICON COMPOUNDS
BROOK, AG
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 1974, 7 (03) : 77 - 84
[5] THREOPHOS - A NEW CHIRAL AMINOPHOSPHINE PHOSPHINITE (AMPP) LIGAND HIGHLY EFFICIENT IN ASYMMETRIC HYDROVINYLATION OF CYCLOHEXA-1,3-DIENE CATALYZED BY NICKEL-COMPLEXES
BUONO, G
SIV, C
PEIFFER, G
TRIANTAPHYLIDES, C
DENIS, P
MORTREUX, A
PETIT, F
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1985, 50 (10) : 1781 - 1782
[6] CHAN TH, 1979, SYNTHESIS-STUTTGART, P671
[7] NICKEL CATALYZED ASYMMETRIC COUPLING REACTION BETWEEN ALLYL PHENYL ETHERS AND GRIGNARD-REAGENTS
CONSIGLIO, G
MORANDINI, F
PICCOLO, O
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (03) : 112 - 114
[8] NICKEL-CATALYZED CODIMERIZATION OF 1,3-CYCLOHEXADIENE AND VINYLTRIMETHYLSILANE - EFFECTS OF ORGANO-PHOSPHORUS LIGANDS
CROS, P
TRIANTAPHYLIDES, C
BUONO, G
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (01) : 185 - 187
[9] NEW METHOD FOR THE CLASSIFICATION OF NUCLEOPHILES IN THE PALLADIUM-CATALYZED SUBSTITUTION OF ALLYLIC ACETATES
FIAUD, JC
LEGROS, JY
[J]. JOURNAL OF ORGANIC CHEMISTRY, 1987, 52 (10) : 1907 - 1911
[10] FIAUD JC, 1981, TETRAHEDRON LETT, V22, P1402

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