Stereoselective synthesis of (3R,6S)-6-hydroxylasiodiplodin

被引：3
|
作者：
Bujaranipalli, Sheshurao [1 ]
Das, Saibal [1 ]
机构：
[1] CSIR Indian Inst Chem Technol, Nat Prod Chem Div, Hyderabad 500007, Andhra Pradesh, India
来源：
TETRAHEDRON LETTERS | 2016年 / 57卷 / 15期
关键词：
Lasiodiplodin; Natural products; Keck asymmetric allylation; Stille coupling; De Brabander's esterification; Ring closing metathesis; RESORCYLIC ACID LACTONES; LASIODIPLODIA-THEOBROMAE; ENDOPHYTIC FUNGUS; NMR; BIOSYNTHESIS; METABOLITES; DERIVATIVES; INHIBITION; FACILE; CHAIN;
D O I：
10.1016/j.tetlet.2016.02.096
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first stereoselective synthesis of polyketide natural product (3R,6S)-6-hydroxylasiodiplodin (1) has been described starting from commonly available starting materials D-mannitol and 2,4,6-trihydroxybenzoic acid. The key reactions involved are Keck asymmetric allylation, Stille coupling, De Brabander's esterification, and ring-closing metathesis (RCM) reaction. The total synthesis was achieved in 19.3% overall yield making the route significant. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：1653 / 1655
页数：3
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