Hazelard Damien, Compain Philippe
Laboratoire de Synthèse Organique et Molécules Bioactives (SYBIO), Université de Strasbourg/CNRS (UMR 7509), Ecole Europèenne de Chimie, Polyméres et Matériaux (ECPM), 25 rue Becquerel, 67087 Strasbourg, France.
Org Biomol Chem. 2017 May 10;15(18):3806-3827. doi: 10.1039/c7ob00386b.
Square sugars (4-membered ring carbohydrate mimetics) are at the intersection of several important topics concerning the recent emergence, in medicinal chemistry, of glycomimetic drugs and small ring systems. Monosaccharide mimetics containing oxetane, azetidine, thiethane or cyclobutane rings present a number of synthetic challenges that are a powerful driving force for innovation in organic synthesis. In addition to the inherent issues associated with 4-membered rings, the high density of functional groups and asymmetric centres found in glycomimetics further complicates the matter and requires efficient stereoselective methodologies. The purpose of this review is to present an overview of the elegant strategies that have been developed to synthesize the different types of square sugars.
方形糖（四元环碳水化合物模拟物）处于药物化学中糖模拟药物和小环系统近期出现的几个重要主题的交叉点。含有氧杂环丁烷、氮杂环丁烷、硫杂环丁烷或环丁烷环的单糖模拟物存在许多合成挑战，这些挑战是有机合成创新的强大驱动力。除了与四元环相关的固有问题外，糖模拟物中发现的高官能团密度和不对称中心进一步使问题复杂化，需要高效的立体选择性方法。本综述的目的是概述已开发的用于合成不同类型方形糖的精妙策略。
