Simple modifications of enantiopure 1,2-oxazines leading to building blocks for carbohydrate and peptide mimetics

被引：23

作者：

Yekta, Shahla ^{[1
]}

Prisyazhnyuk, Vladimir ^{[1
]}

Reissig, Hans-Ulrich ^{[1
]}

机构：

[1] Free Univ Berlin, Inst Chem & Biochem, D-14195 Berlin, Germany

来源：

SYNLETT | 2007年 / 13期

关键词：

pyrans; carbohydrates; peptides; sugar amino acids; oxidations; 1,3-dipolar cycloadditions;

D O I：

10.1055/s-2007-984907

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Starting from easily available enantiopure pyran derivatives we prepared bicyclic gamma-lactam 6, azide 10, and alkyne 18 using simple procedures. These compounds were crucial intermediates for the synthesis of gamma-amino acid 8 and dipeptide 9 as well as triazoles 13, 14, and 19, all containing a carbohydrate-mimicking aminopyran rnoiety. The generation of triazoles was particularly efficient by use of a recently reported modification of the click reaction.

引用

页码：2069 / 2072

页数：4

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