STEREOSELECTIVE SYNTHESIS OF (+)-NEPHROSTERANIC ACID BY RING-CLOSING METATHESIS AND ITS BIOLOGICAL EVALUATION

被引：14

作者：

Perepogu, Arun Kumar ^{[1
]}

Raman, D. ^{[2
]}

Murty, U. S. N. ^{[2
]}

Rao, Vaidya Jayathirtha ^{[1
,3
]}

机构：

[1] Indian Inst Chem Technol, Organ Chem Div 2, Hyderabad 500607, Andhra Pradesh, India

[2] Natl Inst Pharmaceut Educ & Res, Hyderabad, Andhra Pradesh, India

[3] Indian Inst Chem Technol, Div Biol, Hyderabad 500607, Andhra Pradesh, India

来源：

SYNTHETIC COMMUNICATIONS | 2010年 / 40卷 / 05期

关键词：

Antimicrobial activity; chemoselective reduction; Gilman; 1; 4; addition; paraconic acids; ring-closing metathesis; sharpless asymmetric epoxidation; RADICAL CYCLIZATION; SELECTIVE SYNTHESIS; FACILE; STEREOCHEMISTRY; BROMIDES;

D O I：

10.1080/00397910903011337

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A simple and efficient approach to (+)-nephrosteranic acid from dodecanol as a starting material is described, employing Sharpless asymmetric epoxidation, ring-closing metathesis, and Gilman addition of a vinyl group as key steps. These key reactions allow fast access to trisubstituted -butyrolactone. The molecule synthesized exhibits potent antifungal, antibacterial, and cytotoxic activities against all the tested strains.

引用

页码：686 / 696

页数：11

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