抗肿瘤大环内酯类化合物peloruside A碳-碳片段的对映选择性合成。
An enantioselective synthesis of the C-C segment of antitumor macrolide peloruside A.
作者信息
Ghosh Arun K, Kim Jae-Hun
机构信息
Department of Chemistry, University of Illinois at Chicago, 845 West Taylor Street, Chicago, IL 60607, USA.
出版信息
Tetrahedron Lett. 2003 May 12;44(20):3967-3969. doi: 10.1016/S0040-4039(03)00744-5. Epub 2003 Apr 24.
Abstract
A stereocontrolled synthesis of the C-C 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 β-alkoxy ketones to elaborate the -1,3-diol functionality and a ring-closing olefin metathesis of a homoallylic alcohol-derived acrylate ester to form an α,β-unsaturated δ-lactone.
摘要
本文描述了海洋天然产物peloruside A的C-C片段的立体控制合成。关键步骤包括Sharpless催化不对称二羟基化反应、手性β-烷氧基酮的螯合控制还原以构建-1,3-二醇官能团，以及由高烯丙醇衍生的丙烯酸酯进行闭环烯烃复分解反应以形成α,β-不饱和δ-内酯。
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