First stereoselective total synthesis and reconfirmation of absolute structure of nonenolide (-)-stagonolide D

被引:3
|
作者
Kumar, A. Sravanth [1 ,2 ]
Praneeth, K. [2 ]
Srihari, P. [2 ]
Yadav, J. S. [1 ,2 ]
机构
[1] Acad Sci & Innovat Res AcSIR, 2 Rafi Marg, New Delhi 110001, India
[2] CSIR Indian Inst Chem Technol, Div Nat Prod Chem, Hyderabad 500007, Andhra Pradesh, India
关键词
Macrolides; Yamaguchi esterification; Epoxidation; Stereoselective reduction; Phytotoxic; STAGONOSPORA-CIRSII; POTENTIAL MYCOHERBICIDE; REDUCING AGENTS; STAGONOLIDE-G; ALCOHOLS; ARVENSE;
D O I
10.1016/j.tetlet.2016.12.042
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The first stereoselective total synthesis of nonenolide (-)-stagonolide D has been accomplished. Midland Alpine borane reduction to install hydroxyl group at C4, Henbest epoxidation to introduce epoxide stereoselectively between C7 and C8, Yamaguchi esterification and Olefin metathesis reaction are the key steps involved in the total synthesis. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码:509 / 511
页数:3
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