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

页码：1653 / 1655

页数：3

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