NEW FINDINGS ON THE REGIOCHEMISTRY OF THE SILYLCUPRATION OF ALLENE

被引:43
作者
BLANCO, FJ
CUADRADO, P
GONZALEZ, AM
PULIDO, FJ
FLEMING, I
机构
[1] UNIV VALLADOLID,DEPT QUIM ORGAN,E-47011 VALLADOLID,SPAIN
[2] UNIV CAMBRIDGE,CHEM LAB,CAMBRIDGE CB2 1EW,ENGLAND
关键词
D O I
10.1016/S0040-4039(00)78523-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Allene 1 reacts at -40 degrees C with the phenyldimethylsilylcopper reagent 6, with the opposite regioselectivity to that shown by the corresponding silylcuprate reagent 2, to give allylsilanes 7 and 10-15 rather than vinylsilanes.
引用
收藏
页码:8881 / 8882
页数:2
相关论文
共 6 条
[1]   THE REACTION OF TERT-BUTYLDIPHENYLSILYCUPRATES WITH ALLENES [J].
BARBERO, A ;
CUADRADO, P ;
GONZALEZ, AM ;
PULIDO, FJ ;
FLEMING, I .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (11) :2811-2816
[2]   SILYL-CUPRATION OF ALLENE - A NEW ROUTE TO SILYLATED SYNTHONS [J].
CUADRADO, P ;
GONZALEZ, AM ;
PULIDO, FJ ;
FLEMING, I .
TETRAHEDRON LETTERS, 1988, 29 (15) :1825-1826
[3]   SILICON-DIRECTED NAZAROV CYCLIZATIONS .8. STEREOELECTRONIC CONTROL OF TORQUOSELECTIVITY [J].
DENMARK, SE ;
WALLACE, MA ;
WALKER, CB .
JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (21) :5543-5545
[4]   THE STEREOCHEMISTRY OF THE SILYL-CUPRATION OF ALLENES [J].
FLEMING, I ;
LANDAIS, Y ;
RAITHBY, PR .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1991, (04) :715-719
[5]   THE SILYL-CUPRATION AND STANNYL-CUPRATION OF ALLENES [J].
FLEMING, I ;
ROWLEY, M ;
CUADRADO, P ;
GONZALEZNOGAL, AM ;
PULIDO, FJ .
TETRAHEDRON, 1989, 45 (02) :413-424
[6]   2-BROMO-3-(TRIMETHYLSILYL)PROPENE - AN ANNULATING AGENT FOR 5-MEMBERED CARBOCYCLES AND HETEROCYCLES [J].
TROST, BM ;
COPPOLA, BP .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1982, 104 (24) :6879-6881