Anti aldol selectivity in a synthetic approach to the C1-C12 fragment of the tedanolides

被引:13
作者
Jung, Michael E. [1 ]
Zhang, Ting-hu [1 ]
机构
[1] Univ Calif Los Angeles, Dept Chem & Biochem, Los Angeles, CA 90095 USA
关键词
D O I
10.1021/ol702729u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In a synthetic approach to the completely protected C-1-C-12 fragment of the macrocyclic cytotoxic agent tedanolide 1, we carried out the tin-catalyzed Mukaiyama aldol reaction between the 2,3-dialkoxypropanal 5 and the silyl enol ether 6 derived from the ketone 7, which gave, unexpectedly, the anti aldol isomer, rather than the expected syn isomer 4, as the major diastereomer formed.
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页码:137 / 140
页数:4
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