A Stereoselective Total Synthesis of Xyolide, a Natural Bioactive Nonenolide

被引：3
|
作者：
Maram, Lingaiah [1 ]
Das, Biswanath [1 ]
机构：
[1] CSIR Indian Inst Chem Technol, Nat Prod Chem Div, Hyderabad 500007, Andhra Pradesh, India
来源：
HELVETICA CHIMICA ACTA | 2015年 / 98卷 / 05期
关键词：
Nonenolide; Xyolide; Stereoselective syntheses; (2Z)-But-2-ene-1; 4-diol; D-Mannitol; FORMAL TOTAL-SYNTHESIS; PHYTOTOXIC NONENOLIDE; STAGONOSPORA-CIRSII; METATHESIS; ORIGIN;
D O I：
10.1002/hlca.201400291
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A stereoselective total synthesis of xyolide, a naturally occurring bioactive nonenolide, has been accomplished. The acid fragment of the molecule has been prepared from D-mannitol and the alcohol fragment from (2Z)-but-2-ene-1,4-diol. The synthesis involves the coupling of these two fragments using the Yamaguchi esterification protocol, followed by intramolecular ring-closing methathesis. The diastereoisomeric alcohol fragment has also been utilized in this synthesis by employing the Mitsunobu esterification.
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收藏
页码：674 / 682
页数：9
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