Formal total synthesis of borrelidin: synthesis of C1-C11 fragment via desymmetrization strategy

被引:14
|
作者
Yadav, J. S. [1 ]
Bezawada, Padmavani [1 ]
Chenna, Venugopal [1 ]
机构
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
关键词
Borrelidin; Desymmetrization; Sharpless asymmetric epoxidation; Evan's chiral auxiliary; ANGIOGENESIS INHIBITOR; (-)-BORRELIDIN; STREPTOMYCES; ALCOHOLS;
D O I
10.1016/j.tetlet.2009.03.196
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A stereoselective formal total synthesis of borrelidin is described. The synthetic strategy for synthesis of C1-C11 fragment features desymmetrization of Diels-Alder adduct, Sharpless asymmetric epoxidation, regioselective opening of chiral epoxide, and alkylation using Evans chiral auxiliary. (C) 2009 Published by Elsevier Ltd.
引用
收藏
页码:3772 / 3775
页数:4
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