A short synthesis of azasugars via aldol reaction of chelated amino acid ester enolates

被引：49

作者：

Grandel, R ^{[1
]}

Kazmaier, U ^{[1
]}

机构：

[1] UNIV HEIDELBERG,INST ORGAN CHEM,D-69120 HEIDELBERG,GERMANY

来源：

TETRAHEDRON LETTERS | 1997年 / 38卷 / 46期

关键词：

D O I：

10.1016/S0040-4039(97)10176-9

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Aldol reactions of chelated amino acid ester enolates with chiral aldehydes gives rise to polyhydroxylated amino acids in a highly stereoselective fashion. These oxygenated amino acids can be converted into polyhydroxylated pipecolinic acids and azasugars by cyclization using the Mitsunobu reaction. A interesting epimerization was observed during the cyclization. (C) 1997 Elsevier Science Ltd.

引用

页码：8009 / 8012

页数：4

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