A short enantioselective total synthesis of the third-generation oral contraceptive desogestrel

被引:34
作者
Corey, EJ [1 ]
Huang, AX [1 ]
机构
[1] Harvard Univ, Dept Chem & Biol Chem, Cambridge, MA 02138 USA
关键词
D O I
10.1021/ja983179a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Desogestrel (1) has been synthesized enantioselectively by a 14-step process from the known and readily available precursor 3, as outlined in Chart 2. At the heart of this process is the short, convergent, and stereocontrolled method for forming the tetracyclic ring system and the critical 11-exomethylene function, that is, the sequence of steps 6 --> 8 --> --> 12. All steps of the synthesis proceed in good yield.
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页码:710 / 714
页数:5
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