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.
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页码：8009 / 8012
页数：4
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