A route to enantiomerically pure 5-(2′-hydroxyethyl)cyclopent-2-en-1-ol and its absolute configuration by Mosher esters

被引：7
|
作者：
Chen, Hao [1 ]
Nagabandi, Srinivas [1 ]
Smith, Steven [2 ]
Goodman, Jonathan M. [2 ]
Plettner, Erika [1 ]
机构：
[1] Simon Fraser Univ, Dept Chem, Burnaby, BC V5A 1S6, Canada
[2] Univ Cambridge, Dept Chem, Cambridge CB2 1EW, England
来源：
TETRAHEDRON-ASYMMETRY | 2009年 / 20卷 / 04期
基金：
加拿大自然科学与工程研究理事会;
关键词：
CATALYZED KINETIC RESOLUTION; CARBOCYCLIC NUCLEOSIDES; LIPASE; ALCOHOLS; HIV;
D O I：
10.1016/j.tetasy.2009.02.007
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
The (+/-)-5-(2'-hydroxyethyl)cyclopent-2-en-1-ol 1 was prepared in a one-pot procedure, and was resolved using lipase AK and vinyl acetate with high ee. This provides a readily available chiral synthon for the synthesis of a wide variety of biologically interesting molecules. Further, the absolute configuration of diol 1 was confirmed directly by the Mosher ester method. (c) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码：449 / 456
页数：8
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