DE-NOVO ASYMMETRIC-SYNTHESIS OF 2 5-AMINO-5,6-DIDEOXY-D-ALLOSE DERIVATIVES

被引：15

作者：

DEFOIN, A

SARAZIN, H

STREHLER, C

STREITH, J

机构：

[1] Ecole Nationale Supérieure de Chimie, Université de Haute Alsace, F-68093 Mulhouse, 3, rue Alfred Werner

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 31期

关键词：

D O I：

10.1016/S0040-4039(00)77271-6

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diels-Alder cycloaddition of sorbic aldehyde derivative 9 and of sorbic acid 10 with the chiral chloro-nitroso dienophile 7 led with excellent regio- and diastereoselectivity to the chiral cycloadducts 11a and 12, respectively. Catalytic osmylation of their Bzl-derivatives 11b and 13b, followed by reductive cleavage of the N-O bonds, gave ultimately the chiral aminoallose derivatives D-5 and D-6 which are potential glycosidase inhibitors.

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页码：5653 / 5656

页数：4

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