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

被引：14
|
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
收藏
页码：436 / 446
页数：11
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