Stereoselective Synthesis of the C(1)-C(28) Fragment of Amphidinol 3

被引：15

作者：

Yadav, Jhillu S. ^{[1
]}

Gopalarao, Yerragorla ^{[1
]}

Chandrakanth, Dandekar ^{[1
]}

Reddy, Basi V. Subba ^{[1
]}

机构：

[1] Indian Inst Chem Technol, Nat Prod Chem, CSIR, Hyderabad 500007, Andhra Pradesh, India

来源：

HELVETICA CHIMICA ACTA | 2016年 / 99卷 / 06期

关键词：

Amphidinol; 3; Stereoselective synthesis; Sharpless epoxidation; Crimmins aldol; Kinetic resolution; Cross metathesis; Julia-Kocienski olefination; ASYMMETRIC EPOXIDATION; KINETIC RESOLUTION; BREVETOXIN-B; ALCOHOLS; GYMNODINIUM; METATHESIS; ALDEHYDES; SULFONES; ACID;

D O I：

10.1002/hlca.201500281

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A stereoselective synthesis of the polyol side chain (C(1)-C(28)) of amphidinol 3 has been accomplished following Sharpless epoxidation, Crimmins aldol reaction, Jacobsen kinetic resolution, Sharpless asymmetric dihydroxylation, and our own reaction for the synthesis of a chiral allylic alcohol from an epoxy alcohol. The olefin functionality was introduced by a cross metathesis and Julia-Kocienski olefination.

引用

页码：436 / 446

页数：11

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