Stereoselective synthesis of C1-C9 and C9-C17 fragments of (+)-13-deoxytedanolide

被引:7
|
作者
Yadav, J. S. [1 ]
Reddy, N. Rami [1 ]
机构
[1] Indian Inst Chem Technol, Organ Div 1, Hyderabad 500607, Andhra Pradesh, India
关键词
(+)-13-Deoxytedanolide; Cytotoxicity; Evans' aldol; Chiral auxiliary; Cross-metathesis; Yamaguchi macrolactonization; Regioselective Sharpless asymmetric dihydroxylation; 18-MEMBERED ANTITUMOR MACROLIDE; EFFICIENT SHARPLESS DIHYDROXYLATION; ASYMMETRIC DIHYDROXYLATION; ALDOL CONDENSATIONS; DIVERGENT APPROACH; PROTECTING GROUP; C-13-C23; PART; SECO-ACID; TEDANOLIDE; MYRIAPORONES;
D O I
10.1016/j.tet.2010.01.023
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient and highly stereoselective asymmetric synthesis of C1-C9 and C9-C17 fragments of (+)-13-deoxytedanolide have been achieved. Utilization of desymmetrization technique to prepare the triol with five stereogenic centers, regioselective Sharpless asymmetric dillydroxylation, Evans' aldol reaction, chiral methylation, and Wittig olefination are highlights of the synthesis. (C) 2010 Published by Elsevier Ltd.
引用
收藏
页码:3265 / 3274
页数:10
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