Efficient synthesis of (S)-3,4-dihydro-2-pivaloyloxymethyl-2H-pyrrole 1-oxide

被引：36

作者：

Busqué, F

de March, P ^{[1
]}

Figueredo, M

Font, J

Gallagher, T

Milán, S

机构：

[1] Univ Autonoma Barcelona, Dept Quim, Bellaterra 08193, Spain

[2] Univ Bristol, Sch Chem, Bristol BS8 1TS, Avon, England

来源：

TETRAHEDRON-ASYMMETRY | 2002年 / 13卷 / 04期

关键词：

D O I：

10.1016/S0957-4166(02)00110-6

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A convenient synthesis of the title nitrone is reported. The sequence starts from ethyl L-pyroglutamate as the source of chirality and the key step is the generation of an unstable alpha-methoxy-N-carboxylate ion. Which readily decomposes to an imine. The oxidation of the imine with methyl(trifluoromethyl)dioxirane provides the enantiopure nitrone, which is trapped with dimethyl acetylenedicarboxylate. (C) 2002 Elsevier Science Ltd. All rights reserved.

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页码：437 / 445

页数：9

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