Total synthesis of natural (+)-FR900482 .1. Synthetic and end-game strategies

被引:37
作者
Katoh, T [1 ]
Itoh, E [1 ]
Yoshino, T [1 ]
Terashima, S [1 ]
机构
[1] SAGAMI CHEM RES CTR,SAGAMIHARA,KANAGAWA 229,JAPAN
关键词
D O I
10.1016/0040-4039(96)00593-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthetic strategy for natural (+)-FR900482 (1) war developed by featuring a convergent and enantioselective sequence which commences with S-hydroxyisophthalic acid and L-diethyl tartrate. The proposed key intermediate 4 was synthesized starting from FK973, the triacetyl derivative of 1, and successful reconversion of 4 into 1 was also achieved. These preliminary studies definitely demonstrated that 4 is suitable as a potential relay compound toward 1 and that the crucial final sequence of reactions (4-->1) involving delicate deprotection and oxidation steps can be realized. Copyright (C) 1996 Elsevier Science Ltd
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页码:3471 / 3474
页数:4
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