Stereoselective Total Synthesis of Cladospolide A

被引:18
作者
Rajesh, Karuturi [1 ]
Suresh, Vangaru [1 ]
Selvam, Jondoss Jon Paul [1 ]
Rao, Chitturi Bhujanga [1 ]
Venkateswarlu, Yenamandra [1 ]
机构
[1] Indian Inst Chem Technol, Nat Prod Lab, Organ Chem Div 1, Hyderabad 500007, Andhra Pradesh, India
来源
SYNTHESIS-STUTTGART | 2010年 / 08期
关键词
stereoselective synthesis; zinc mediator; allylations; aldol coupling; ring-closing metathesis; 1ST TOTAL-SYNTHESIS; PHYTOTOXIC MACROLIDE; ASYMMETRIC-SYNTHESIS; CHIRAL SULFOXIDES; AQUEOUS-MEDIA; CLADOSPORIOIDES;
D O I
10.1055/s-0029-1219236
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and highly efficient stereoselective total synthesis of cladospolide A, a polyketide natural product, has been achieved. The synthesis involves stereoselective zinc-mediated allylation, pivotal aldol coupling, and ring-closing metathesis. The pivotal aldol coupling is used for the first time for macrolide construction and provides an effective alternative to Yamaguchi macrolactonization.
引用
收藏
页码:1381 / 1385
页数:5
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