7,7-dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as asynthetic equivalent of ketodicyclopentadiene: a new route to (-)-physostigmine, (-)-physovenine, and (-)-aphanorphine

被引:64
作者
Tanaka, K [1 ]
Taniguchi, T [1 ]
Ogasawara, K [1 ]
机构
[1] Tohoku Univ, Inst Pharmaceut, Sendai, Miyagi 9808578, Japan
关键词
D O I
10.1016/S0040-4039(00)02171-7
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new diastercocontrolled route to three alkaloids having a quaternary benzylic stereogenic center, (-)-physostigmine, (-)-physovenine, and (-)-aphanorphine, has been developed using enantiopure 7,7-dimethyl-6,8-dioxabicyclo[3.3.0]oct-3-en-2-one as a synthetic equivalent of chiral cyclopentadienone. (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1049 / 1052
页数:4
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