E-VINYLSTANNANES VIA STEREOSPECIFIC TRANSMETALATION WITH VINYLALANES FACILITATED BY LITHIUM-SALTS

被引:15
作者
GROH, BL
机构
[1] Department of Chemistry, University of Minnesota-Duluth, Duluth
关键词
E-VINYLSTANNANE; VINYLALANE; TRANSMETALATION; STEREOSPECIFIC; LITHIUM SALTS;
D O I
10.1016/0040-4039(91)80555-K
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct transmetallation of vinylalanes in the presence of an ether co-solvent and a lithium salt is described. This reaction proceeds in good yield and with high regio- and stereoselectivity without significant contamination by other organostannanes.
引用
收藏
页码:7647 / 7650
页数:4
相关论文
共 11 条
[1]  
DAVIES AG, 1982, COMPREHENSIVE ORGANO, V2, pCH11
[3]   A SIMPLE AND STEREOSELECTIVE SYNTHESIS OF E-VINYLSTANNANES VIA DIISOBUTYLALANE REDUCTION OF ALKYNES [J].
GROH, BL ;
KREAGER, AF ;
SCHNEIDER, JB .
SYNTHETIC COMMUNICATIONS, 1991, 21 (20) :2065-2076
[4]   HYDROSTANNATION OF 1,1-BIS(TRIMETHYLSTANNYL)ETHYLENE AND SOME RELATED OLEFINS - 1ST STEPS TOWARD CONSTRUCTING A KARPLUS-TYPE CURVE FOR 3J(SN-SN) [J].
MITCHELL, TN ;
REIMANN, W ;
NETTELBECK, C .
ORGANOMETALLICS, 1985, 4 (06) :1044-1048
[5]  
OMAE I, 1989, ORGANOTIN CHEM J ORG, V21
[6]  
Pereyre M., 1987, TIN ORGANIC SYNTHESI
[7]  
REIJO A, 1991, TETRAHEDRON, V47, P1163
[8]  
ROSSI R, 1990, GAZZ CHIM ITAL, V120, P457
[9]   SCOPE AND MECHANISM OF STANNYLALUMINATION OF 1-ALKYNES [J].
SHARMA, S ;
OEHLSCHLAGER, AC .
JOURNAL OF ORGANIC CHEMISTRY, 1989, 54 (21) :5064-5073
[10]   THE PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOTIN REAGENTS WITH ORGANIC ELECTROPHILES [J].
STILLE, JK .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1986, 25 (06) :508-523