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中桥连内酯:一类新的非平面酰胺。

Medium-bridged lactams: a new class of non-planar amides.

机构信息

Department of Medicinal Chemistry, University of Kansas, Structural Biology Center, 2121 Simons Drive, West Campus, Lawrence, KS 66047, USA.

出版信息

Org Biomol Chem. 2011 Jan 7;9(1):27-35. doi: 10.1039/c0ob00215a. Epub 2010 Nov 11.

DOI:10.1039/c0ob00215a
PMID:21069232
Abstract

Medium-bridged twisted lactams, in which a non-planar amide bond is achieved by incorporating the nitrogen atom at the bridgehead position in a medium-sized heterocycle, offer an attractive setting in which to study the properties of distorted amide linkages. This Emerging Area article will describe progress in the preparation and study of these compounds. This work shows that compounds containing an even moderately distorted amide bond display useful and unusual chemical properties while retaining a measure of stability that enables their study.

摘要

中桥扭曲的内酰胺,其中酰胺键通过在中杂环桥位处引入氮原子而实现非平面化,为研究扭曲酰胺键的性质提供了一个有吸引力的环境。本文将介绍这些化合物的制备和研究进展。这项工作表明,含有甚至是中等程度扭曲酰胺键的化合物显示出有用的和不寻常的化学性质,同时保持一定的稳定性,使其能够进行研究。

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Proximity effects in nucleophilic addition reactions to medium-bridged twisted lactams: remarkably stable tetrahedral intermediates.亲核加成反应到中桥扭曲内酰胺中的接近效应:非常稳定的四面体中间体。
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