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
收藏
页码：686 / 696
页数：11
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