A chemoenzymatic synthesis of optically active aza analogues of Quercus lactones

被引：2

作者：

Felluga, F ^{[1
]}

Gombac, V ^{[1
]}

Pavan, M ^{[1
]}

Pitacco, G ^{[1
]}

Valentin, E ^{[1
]}

机构：

[1] Univ Trieste, Dipartimento Sci Chim, I-34127 Trieste, Italy

来源：

TETRAHEDRON-ASYMMETRY | 2004年 / 15卷 / 01期

关键词：

D O I：

10.1016/j.tetasy.2003.10.014

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The synthesis of optically active 4-methyl-5-n-butyl- and 5-n-pentylpyrrolidin-2-ones, aza analogues of the corresponding Quercus lactones, has been achieved by a chemoenzymatic procedure, involving in the enantiodifferentiating step the enzymatic kinetic resolution of the corresponding y-ketoester precursors, followed by reductive amination and subsequent cyclization of the enantiomerically pure hydrolysis products. The effect of the reaction conditions as well as the influence of the structure of the substrates on the enzymatic hydrolyses were also studied. (C) 2003 Elsevier Ltd. All rights reserved.

引用

页码：69 / 76

页数：8

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