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

页码：449 / 456

页数：8

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