Chemoenzymatic synthesis of the macrolide antibiotic (-)-A26771B

被引:11
|
作者
Chatterjee, Sucheta [1 ]
Sharma, Anubha [1 ]
Chattopadhyay, Subrata [1 ]
机构
[1] Bhabha Atom Res Ctr, Div Bioorgan, Bombay 400085, Maharashtra, India
来源
RSC ADVANCES | 2014年 / 4卷 / 80期
关键词
ASYMMETRIC-SYNTHESIS; OLEFIN METATHESIS; ORGANIC-SYNTHESIS; STEREOCHEMICAL CONTROL; MACROCYCLIC LACTONES; MOLECULAR-MECHANISM; KINETIC RESOLUTION; RHIZOPUS-ARRHIZUS; CROSS-METATHESIS; VERSATILE CHIRON;
D O I
10.1039/c4ra05399k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The formal and total syntheses of the macrolide antibiotic (-)-A26771B have been developed wherein the stereochemistries at its C-5 and C-15 centres were installed using the lipase-catalyzed acylation of suitable MeCH(OH) and allylic secondary carbinol centres. A lipase-catalyzed chemoselective and hazard-free acrylation protocol, and a ring-closing metathesis reaction were used to construct the macrocyclic skeleton.
引用
收藏
页码:42697 / 42705
页数:9
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