Square sugars: challenges and synthetic strategies

被引：29

作者：

Hazelard, Damien ^{[1
]}

Compain, Philippe ^{[1
]}

机构：

[1] Univ Strasbourg, Lab Synth Organ & Mol Bioact SYBIO, UMR 7509,CNRS, Ecole Europeenne Chim Polymeres & Mat ECPM, 25 Rue Becquerel, F-67087 Strasbourg, France

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 18期

关键词：

AMINO-ACID SCAFFOLDS; HYDROXY-GAMMA-LACTONES; EFFICIENT S(N)2 REACTIONS; RING CONTRACTION; ASYMMETRIC-SYNTHESIS; STEREOSELECTIVE-SYNTHESIS; L-RHAMNOSE; STEREOCONTROLLED SYNTHESIS; AZETIDINE-IMINOSUGARS; ENANTIOMERICALLY PURE;

D O I：

10.1039/c7ob00386b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

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.

引用

页码：3806 / 3827

页数：22

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