Synthesis of the C14-C25 subunit of bafilomycin A1

被引:29
作者
Eustache, F [1 ]
Dalko, PI [1 ]
Cossy, J [1 ]
机构
[1] ESPCI, CNRS, Chim Organ Lab, F-75231 Paris 05, France
关键词
D O I
10.1021/jo035068m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The enantioselective synthesis of the C14-C25 subunit of bafilomycin A, was realized in a convergent route. The sequence involves two dynamic kinetic resolution steps of 2-alkyl 1,3-diketones that use optically active ruthenium complexes, an anti-selective reduction of a beta-hydroxyketone to control the C23 stereogenic center, and an aldol-type reaction under Evans' conditions, which sets the C17 and C18 stereogenic centers.
引用
收藏
页码:9994 / 10002
页数:9
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