STEREOSELECTIVE ACCESS TO POLYFUNCTIONALIZED DECALINS

被引:10
作者
POIREL, C [1 ]
RENARD, PY [1 ]
LALLEMAND, JY [1 ]
机构
[1] INRA,CNRA,MEDIATEURS CHIM LAB,F-78000 VERSAILLES,FRANCE
关键词
D O I
10.1016/S0040-4039(00)78252-9
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
As a model of a stereoselective approach to ajugareptansin 1, a versatile and straightforward access to polyfunctionalized cis or trans decalins is presented. It is based on a Lewis acid-mediated addition of furan to the unsaturated ketoester 3 followed by oxidative opening of the furan to give cis decalins by an aldolisation process. Selective epimerization at carbons 5 or 10 is described and allows the access to the trans ring geometry.
引用
收藏
页码:6485 / 6488
页数:4
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