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

页码：1945 / 1947

页数：3

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