Synthesis of β-phenyl-δ,ε-unsaturated amino acids and stereoselective introduction of side chain groups into [4,3,0]-bicyclic β-turn dipeptides

被引：17

作者：

Gu, XY ^{[1
]}

Cowell, S ^{[1
]}

Ying, JF ^{[1
]}

Tang, XJ ^{[1
]}

Hruby, VJ ^{[1
]}

机构：

[1] Univ Arizona, Dept Chem, Tucson, AZ 85721 USA

来源：

TETRAHEDRON LETTERS | 2003年 / 44卷 / 31期

基金：

美国国家科学基金会;

关键词：

Ni(II)-complex delta; epsilon-unsaturated amino acid; beta-side chain; beta-turn mimetic; bicyclic dipeptide;

D O I：

10.1016/S0040-4039(03)01383-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

(2S,3S)- and (2R,3R)-2-amino-3-phenyl-5-hexenoic acids have been synthesized in large scale by using Ni(II)-complexes as a template. The amino acids were used in the synthesis of [4,3,0]-bicyclic beta-turn mimetics by a convergent methodology. The unique advantage of this strategy is the convenience of introducing side chain groups with predetermined chiralities on both the five- and six-membered heterocyclic rings. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：5863 / 5866

页数：4