TOTAL SYNTHESIS OF (+)-TAUTOMYCIN

被引:40
作者
ICHIKAWA, Y [1 ]
TSUBOI, K [1 ]
JIANG, YM [1 ]
NAGANAWA, A [1 ]
ISOBE, M [1 ]
机构
[1] NAGOYA UNIV,SCH AGR SCI,ORGAN CHEM LAB,NAGOYA,AICHI 46401,JAPAN
关键词
D O I
10.1016/0040-4039(95)01436-L
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Tautomycin molecule was disconnected into 3 retrosynthetic segments, A, B and C, each of which was synthesized in optically active form. First coupling between Segments B and C was achieved between an epoxide and a sulfone carbanion in the presence of BF3 . OEt(2). This product (Segment B/C) and Segment A were further coupled by Yamaguchi esterification method. Final transformation of the furan ring into the maleic anhydride and removal of the protecting groups completed the total synthesis of (+)-tautomycin.
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收藏
页码:7101 / 7104
页数:4
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