Non-enzymatic kinetic resolution of 1,2-azidoalcohols using a planar-chiral DMAP derivative catalyst

被引：11

作者：

Mesas-Sanchez, Laura ^{[1
]}

Diaz-Alvarez, Alba E. ^{[1
]}

Diner, Peter ^{[1
]}

机构：

[1] Uppsala Univ, Dept Chem BMC, SE-75123 Uppsala, Sweden

来源：

TETRAHEDRON | 2013年 / 69卷 / 02期

关键词：

Non-enzymatic kinetic resolution; 1,2-Azidoalcohols; Planar-chiral DMAP derivative catalyst; Ferrocenyl catalyst; ENANTIOSELECTIVE ACYL TRANSFER; CHEMOENZYMATIC SYNTHESIS; ASYMMETRIC CATALYSIS; PYRIDINE CATALYSTS; SECONDARY ALCOHOLS; BETA-AZIDOALCOHOLS; SEC-ALCOHOLS; ACYLATION; 4-PYRROLIDINOPYRIDINE; AZIRIDINES;

D O I：

10.1016/j.tet.2012.10.077

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Optically pure 1,2-azidoalcohols are widely used as precursors for other high value organic products. A non-enzymatic kinetic resolution procedure for the stereoselective synthesis of chiral 1,2-azidoalcohols from the readily available racemic counterparts has been developed, employing a planar-chiral DMAP derivative catalyst. Following this procedure, a range of aromatic 1,2-azidoalcohols was obtained in good selectivities (up to S=45) and high enantiomeric excess (up to 99% ee). (c) 2012 Elsevier Ltd. All rights reserved.

引用

页码：753 / 757

页数：5

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