STUDIES IN POLYPROPIONATE SYNTHESIS - HIGH PI-FACE SELECTIVITY IN SYN AND ANTI ALDOL REACTIONS OF CHIRAL BORON ENOLATES OF LACTATE-DERIVED KETONES

被引:137
作者
PATERSON, I
WALLACE, DJ
VELAZQUEZ, SM
机构
[1] University Chemical Laboratory, Cambridge, CB2 1EW, Lensfield Road
关键词
D O I
10.1016/0040-4039(94)88434-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Use of (c)Hex(2)BCl/Me(2)NEt in the aldol reactions of the alpha'-benzoyloxy ketone 7 with aldehydes leads to high stereoselectivity (97-99.5% ds) for the crystalline anti adducts 11. Under similar conditions, the corresponding benzyl ether 6 favours formation of the syn adducts 9.
引用
收藏
页码:9083 / 9086
页数:4
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