An enantioselective synthesis of the C1-C9 segment of antitumor macrolide peloruside A

被引:29
作者
Ghosh, AK [1 ]
Kim, JH [1 ]
机构
[1] Univ Illinois, Dept Chem, Chicago, IL 60607 USA
关键词
D O I
10.1016/S0040-4039(03)00744-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereocontrolled synthesis of the C-1-C-9 segment of the marine natural product peloruside A is described. The key steps involve Sharpless's catalytic asymmetric dihydroxylation reaction, a chelation-controlled reduction of chiral beta-alkoxy ketones to elaborate the syn-1,3-diol functionality and a ring-closing olefin metathesis of a homoallylic alcohol-derived acrylate ester to form an alpha,beta-unsaturated delta-lactone. (C) 2003 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:3967 / 3969
页数:3
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