ASYMMETRIC-SYNTHESIS OF BICYCLO[4.3.0]NONAN-8-ONES BY INTRAMOLECULAR PAUSON-KHAND REACTION

被引:44
作者
CASTRO, J
MOYANO, A
PERICAS, MA
RIERA, A
GREENE, AE
机构
[1] UNIV BARCELONA,DEPT QUIM ORGAN,MARTI FRANQUES 1-11,E-08028 BARCELONA,SPAIN
[2] UNIV J FOURIER,LEDSS,F-38041 GRENOBLE,FRANCE
关键词
D O I
10.1016/S0957-4166(00)86192-3
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The intramolecular Pauson-Khand reaction of (E)-1-alkoxy-1-octen-7-ynes derived from (1S,2R)-2-phenylcyclohexanol is described. 7-Alkoxybicyclo[4.3.0]non-1(9)-en-8-ones are obtained in yields up to 65% and with diastereoselectivities higher than 10:1. The absolute configuration of the major diastereomer obtained has been ascertained and can be rationalized on the basis of the preferential conformation of the precursor.
引用
收藏
页码:307 / 310
页数:4
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