Enantioselective synthesis of S-linked glycosyl-β2,2-amino acid derivatives by SN2 reaction with hindered sulfamidates

被引：10

作者：

Avenoza, A ^{[1
]}

Busto, JH ^{[1
]}

Jiménez-Osés, G ^{[1
]}

Peregrina, JM ^{[1
]}

机构：

[1] Univ La Rioja, Grp Sintesis Quim Rioja, Dept Quim, Logrono 26006, Spain

来源：

SYNTHESIS-STUTTGART | 2006年 / 04期

关键词：

amino acids; glycosylations; ring opening; steric hindrance; sulfur;

D O I：

10.1055/s-2006-926286

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A new type of sugar-amino acid hybrid is presented and comprises of a sugar unit (mono- or disaccharide) alpha- or beta-linked through an S-glycosidic linkage to the alpha-position of an alpha,alpha-disubstituted beta-amino acid unit. The synthetic strategy is based on an S(N)2 reaction between protected 1-thiosugars as nucleophiles and a hindered alpha-methylisoserine-derived sulfamidate as the chiral starting material.

引用

页码：641 / 644

页数：4

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