Stereoselective Total Synthesis of Unnatural (+)-Anisomycin

被引：8

作者：

Ajay, Sama ^{[1
]}

Saidhareddy, Puli ^{[1
]}

Shaw, Arun K. ^{[1
]}

机构：

[1] CSIR CDRI, Med & Proc Chem Div, Sect 10,Sitapur Rd, Lucknow 226031, UP, India

来源：

SYNTHESIS-STUTTGART | 2016年 / 48卷 / 08期

关键词：

anisomycin; D-glucose; total synthesis; Grignard reaction; chloromesyl chloride; azidation; cyclization; BIOLOGICAL EVALUATION; POLYHYDROXYLATED PYRROLIDINE; ANTIBIOTIC ANISOMYCIN; (-)-ANISOMYCIN; IMINOSUGARS; INHIBITORS; ANALOGS;

D O I：

10.1055/s-0035-1561365

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Stereoselective total synthesis of unnatural (+)-anisomycin from D-glucose has been achieved with an overall yield of 23%. The key synthetic features are regioselective opening of an epoxide, azidation of the resulting alcohol, and finally one-pot hydrogenation leading to cyclization to the pyrrolidine ring in a single step.

引用

页码：1191 / 1196

页数：6

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