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

M Ousmer, NA Braun, C Bavoux, M Perrin…

Index: Ousmer; Braun; Bavoux; Perrin; Ciufolini Journal of the American Chemical Society, 2001 , vol. 123, # 31 p. 7534 - 7538

Full Text: HTML

Citation Number: 108

Abstract

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.

Related Articles:

A cancer-targetable copolymer containing tyrosine segments for labeling radioactive halogens

[Qi, Yu; Li, Najun; Xu, Qingfeng; Xia, Xuewei; Ge, Jianfeng; Lu, Jianmei Reactive and Functional Polymers, 2011 , vol. 71, # 4 p. 390 - 394]

Methyl chymotrypsin catalyzed hydrolyses of specific substrate esters indicate multiple proton catalysis is possible with a modified charge relay triad

[Journal of the American Chemical Society, , vol. 110, # 24 p. 8246 - 8247]

More Articles...