Tetrahedron

A general strategy for the synthesis of azapeptidomimetic lactams

RL Broadrup, B Wang, WP Malachowski

文献索引：Broadrup, Robert L.; Wang, Bei; Malachowski, William P. Tetrahedron, 2005 , vol. 61, # 43 p. 10277 - 10284

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被引用次数: 21

摘要

A selection of azapeptidomimetics containing constraining lactam rings have been prepared by Mitsunobu cyclization of serine/homologated serine-azaalanine derivatives. These include sterically-congested β-lactams, as well as γ-butyrolactam and δ-valerolactam analogs. A novel azaamino acid acylation method was developed to prepare the sterically demanding α-benzyl-serine-azaalanine precursor. In all cases, the Mitsunobu conditions ...