Preparation of allylsilanes via cross-metathesis

被引：99

作者：

Crowe, WE

Goldberg, DR

Zhang, ZJ

机构：

[1] Department of Chemistry, Emory University, Atlanta

来源：

TETRAHEDRON LETTERS | 1996年 / 37卷 / 13期

关键词：

D O I：

10.1016/0040-4039(96)00230-4

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Allylsilanes are prepared by simple metathetical cross-coupling of terminal olefins with allyltrimethylsilane. Allyltrimethylsilane coupling with pi-substituted terminal olefins(styrenes, 1-phenyl-1,3-butadiene, and acrylonitrile) proceeds in excellent yield and very high selectivity. Lower, but still useful, selectivities are observed for allyltrimethylsilane/alkyl olefin cress-metathesis reactions.

引用

收藏

页码：2117 / 2120

页数：4

相关论文

共 22 条

[1] CHIRAL ORGANOSILICON COMPOUNDS IN ASYMMETRIC-SYNTHESIS [J].

CHAN, TH ;

WANG, D .

CHEMICAL REVIEWS, 1992, 92 (05) :995-1006

[2] ACRYLONITRILE CROSS-METATHESIS - COAXING OLEFIN METATHESIS REACTIVITY FROM A RELUCTANT SUBSTRATE [J].

CROWE, WE ;

GOLDBERG, DR .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1995, 117 (18) :5162-5163

[3] HIGHLY SELECTIVE CROSS-METATHESIS OF TERMINAL OLEFINS [J].

CROWE, WE ;

ZHANG, ZJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (23) :10998-10999

[4]

CROWE WE, UNPUB

[5]

FELDMAN J, 1989, THESIS MIT, P59

[6]

FLEMING I, 1979, SYNTHESIS-STUTTGART, P446

[7]

Fleming I., 1991, Comprehensive Organic Synthesis, V2, P563

[8] COUPLING OF TERMINAL OLEFINS BY MOLYBDENUM(VI) IMIDO ALKYLIDENE COMPLEXES [J].

FOX, HH ;

SCHROCK, RR ;

ODELL, R .

ORGANOMETALLICS, 1994, 13 (02) :635-639

[9] SIMPLE, HIGH-YIELD SYNTHESES OF MOLYBDENUM(VI) BIS(IMIDO) COMPLEXES OF THE TYPE MO(NR)2CL2(1,2-DIMETHOXYETHANE) [J].

FOX, HH ;

YAP, KB ;

ROBBINS, J ;

CAI, S ;

SCHROCK, RR .

INORGANIC CHEMISTRY, 1992, 31 (11) :2287-2289

[10] SYNTHESIS OF 5-COORDINATE AND 6-COORDINATE ALKYLIDENE COMPLEXES OF THE TYPE MO(CHR)(NAR)[OCME(CF3)2]2SX AND THEIR USE AS LIVING ROMP INITIATORS OR WITTIG REAGENTS [J].

FOX, HH ;

LEE, JK ;

PARK, LY ;

SCHROCK, RR .

ORGANOMETALLICS, 1993, 12 (03) :759-768