AN OXY-COPE REARRANGEMENT APPROACH TO C(15) ALPHA-ALKYLATED DERIVATIVES OF ESTRADIOL

被引:10
作者
BOJACK, G [1 ]
KUNZER, H [1 ]
机构
[1] SCHERING AG,RES LABS,D-13342 BERLIN,GERMANY
关键词
D O I
10.1016/0040-4039(94)88417-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereoselective synthesis of C(15) allyl-substituted estrone derivatives 3 and 4 has been accomplished. Starting with 1 as a common precursor, 3 was made available in two steps by allylmagnesium halide addition to C(17) and subsequent oxy-Cope rearrangement, while the epimer 4 emerged from a Cu(I)-mediated 1,4-addition. The utility of intermediates 3 and 4 is highlighted in the construction of potential estrogen receptor agonists/antagonists 5, 6, and 11.
引用
收藏
页码:9025 / 9026
页数:2
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