Efficient stereochemical relay en route to leucascandrolide A

被引:96
作者
Kozmin, SA [1 ]
机构
[1] Univ Chicago, Dept Chem, Chicago, IL 60637 USA
关键词
D O I
10.1021/ol015514x
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A complete relay of the initial stereochemical information is central to the efficient and highly stereocontrolled construction of the C-1-C-15 fragment of the marine macrolide leucascandrolide A. Cyclic silane 3, assembled via Pt-catalyzed hydrosilylation, was designed to serve as a temporary template for the installation of the C-12 stereogenic center, The strategy features a highly convergent C-10-C-11 bond construction via 1,5-anti-selective aldol reaction and rapid assembly of the trisubstituted pyran subunit via Prins desymmetrization.
引用
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页码:755 / 758
页数:4
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