Total synthesis of tricyclic azaspirane derivatives of tyrosine: FR901483 and TAN1251C

被引:141
作者
Ousmer, M
Braun, NA
Bavoux, C
Perrin, M
Ciufolini, MA
机构
[1] Univ Lyon 1, CNRS, UMR 5078, Lab Synth & Methodol Organ, F-69622 Villeurbanne, France
[2] Ecole Super Chim Phys Elect Lyon, F-69622 Villeurbanne, France
[3] Rice Univ, Dept Chem, Houston, TX 77005 USA
[4] Univ Lyon 1, CNRS, UMR 5078, Lab Cristallog, F-69622 Villeurbanne, France
关键词
D O I
10.1021/ja016030z
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A solution to the long-standing problem presented by the oxidative cyclization of a phenolic 3-arylpropionamide to a spirolactam has been developed in this laboratory via oxazoline chemistry. This research was motivated by our interest in some novel tricyclic azaspirane natural products formally derived from tyrosine, such as FR901483 and TAN1251C. In this paper, we disclose full details of the total synthesis of these substances.
引用
收藏
页码:7534 / 7538
页数:5
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