SYNTHESIS OF (2S,4S)-[5,5,5-H-2(3)] AND (2S,4R)-[5,5,5-H-2(3)] LEUCINE FROM (R)-PULEGONE

被引：17

作者：

HILL, RK

ABACHERLI, C

HAGISHITA, S

机构：

[1] Department of Chemistry, University of Georgia, Athens, 30602, GA

来源：

CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 1994年 / 72卷 / 01期

关键词：

D O I：

10.1139/v94-017

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Beginning with (R)-pulegone, a CD3 group attached to the stereogenic center containing CH3 has been created by conversion to citronellal-1-d, exchange of the acidic hydrogens at C-2 by deuterium, and decarbonylation with Wilkinson's catalyst. Oxidation to isovaleric acid-d(3) and conversion to leucine by standard procedures gave the (2S,4S) and (2R,4S) diastereomers (10 and 12) of [5,5,5-H-2(3)]leucine.

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页码：110 / 113

页数：4

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