A STRAIGHTFORWARD SYNTHESIS OF (+/-) 5-AMINO-5,6-DIDEOXYALLOSE, OF ITS BISULFITE BETA-ANOMER, AND OF ITS 1-DEOXY DERIVATIVE

被引：11

作者：

DEFOIN, A

SARAZIN, H

STREITH, J

机构：

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

来源：

TETRAHEDRON LETTERS | 1993年 / 34卷 / 27期

关键词：

D O I：

10.1016/S0040-4039(00)79341-5

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Diels-Alder cycloaddition of (E,E)-hexadienal dimethylacetal 3 with the benzyloxycarbonylnitroso dienophile 4, followed by catalytic osmylation, hydrogenolysis, and treatment with SO2, led stereospecifically to the sole beta-anomer of allopiperidinose bisulfite derivative 7. Saponification of 7 and thence catalytic hydrogenation gave in high yield the 1-deoxyallopiperidine derivative 9.

引用

页码：4327 / 4330

页数：4

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