Selective functionalization of 1,2-dihydronaphthalenols leads to a concise, stereoselective synthesis of sertraline.

被引:71
作者
Lautens, M [1 ]
Rovis, T [1 ]
机构
[1] Univ Toronto, Dept Chem, Lash Miller Labs, Toronto, ON, Canada
关键词
coupling reactions; drugs; physiologically active compounds; stereocontrol;
D O I
10.1016/S0040-4020(99)00456-1
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Asymmetric reductive ring opening of oxabenzonorbornadiene provides dihydronaphthalenols in high ee and good yield. Functionality present in this system can be used to elaborate the core towards a number of targets. As an illustration, a concise stereoselective synthesis of the important antidepressant sertraline is described. (C) 1999 Elsevier Science Ltd. Ail rights reserved.
引用
收藏
页码:8967 / 8976
页数:10
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