First stereoselective total synthesis of ophiocerins B and c

被引：21
|
作者：
Yadav, J. S. [1 ]
Lakshmi, P. Naga [1 ]
Harshavardhan, S. J. [1 ]
Reddy, B. V. Subba [1 ]
机构：
[1] Indian Inst Chem Technol, Div Organ Chem, Hyderabad 500007, Andhra Pradesh, India
来源：
SYNLETT | 2007年 / 12期
关键词：
sharpless asymmetric dihydroxylation; ophiocerin; tetrahydropyran derivative; TETRAHYDROPYRAN; ACID;
D O I：
10.1055/s-2007-982579
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An elegant synthesis of ophiocerins B and C is accomplished for the first time with 3R,4R,6R and 3S,4S,6R-configuration. Of these three stereogenic centers, the C-3/C-4 vic-diol was created by Sharpless asymmetric dihydroxylation, while the C-6 stereocenter was achieved from known chiral epoxide. The synthesis of ophiocerins B and C defined the absolute stereochemistry of these natural products.
引用
收藏
页码：1945 / 1947
页数：3
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