Asymmetric total synthesis and X-ray crystal structure of the cytotoxic marine diterpene (+)-vigulariol

被引：44

作者：

Becker, Jochen ^{[1
]}

Bergander, Klaus ^{[1
]}

Froehlich, Roland ^{[1
]}

Hoppe, Dieter ^{[1
]}

机构：

[1] Univ Munster, Inst Organ Chem, D-48149 Munster, Germany

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2008年 / 47卷 / 09期

关键词：

asymmetric synthesis; carbamates; homoaldol reactions; metathesis; total synthesis;

D O I：

10.1002/anie.200704678

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Figure Presented) A crystal from the China sea: The asymmetric total synthesis of (+)-vigulariol (see picture: red O, blue C, white H) has been accomplished in eight linear steps starting from (R)-cryptone, which is readily available from eucalyptus oil. Key steps involve an asymmetric homoaldol reaction of chiral allyl carbamates and THF cyclocondensation. Ring-closing metathesis led to the tricyclic framework of the cladiellin diterpenes. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.

引用

页码：1654 / 1657

页数：4