Efficient syntheses of new chiral peptidomimetic macrocycles through a configurationally driven preorganization

被引：54

作者：

Bru, M ^{[1
]}

Alfonso, I ^{[1
]}

Burguete, MI ^{[1
]}

Luis, SV ^{[1
]}

机构：

[1] Univ Jaume 1, CSIC, UAMOA, Dept Quim Inorgan & Organ, E-12071 Castellon de La Plana, Spain

来源：

TETRAHEDRON LETTERS | 2005年 / 46卷 / 45期

关键词：

preorganization; macrocycles; peptidomimetics; chiral receptors; supramolecular chemistry;

D O I：

10.1016/j.tetlet.2005.09.042

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new family of 32-membered ring peptidomimetic macrocycles has been efficiently obtained in a simple one-pot two-step reductive amination reaction, from easily prepared precursors. The structural and stereochemical variables have been explored in order to rationalize the obtained selectivity. The formation of the [2A+2B] tetraimine intermediate has been explained in terms of a very favorable configurationally driven preorganization as detected by NMR, CD and molecular modeling. (c) 2005 Elsevier Ltd. All rights reserved.

引用

页码：7781 / 7785

页数：5

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