First asymmetric total synthesis of aspergillide D

被引：10
|
作者：
Jena, Bighnanshu K. [1 ]
Reddy, G. Sudhakar [1 ]
Mohapatra, Debendra K. [1 ]
机构：
[1] CSIR Indian Inst Chem Technol, Nat Prod Chem Div, Hyderabad 500007, Andhra Pradesh, India
来源：
ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 08期
关键词：
CARBODIIMIDE CHEMISTRY; SECONDARY ALCOHOLS; MIXED ANHYDRIDE; MARINE ISOLATE; MACROLIDE; FUNGUS; ACIDS; ESTERIFICATION; DEPROTECTION; SELECTIVITY;
D O I：
10.1039/c6ob02435a
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The first asymmetric total synthesis of a 16-membered macrolide, aspergillide D, is described. The chiral centers of the acid are derived from D-ribose and the alcohol subunit from 1,8-octane diol through Sharpless kinetic resolution, respectively. The other key reactions include Yamaguchi esterification, ring-closing metathesis reaction, and Shiina macrolactonization to construct the fully functionalized macrocycle.
引用
收藏
页码：1863 / 1871
页数：9
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