Amino acid-based dithiazines: Synthesis and photofragmentation of their benzaldehyde adducts

被引：14

作者：

Kurchan, AN ^{[1
]}

Kutateladze, AG ^{[1
]}

机构：

[1] Univ Denver, Dept Chem & Biochem, Denver, CO 80208 USA

来源：

ORGANIC LETTERS | 2002年 / 4卷 / 23期

关键词：

D O I：

10.1021/ol0268790

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

[GRAPHICS] alpha-Amino acids and GABA are functionalized with dithiazine rings via reaction with sodium hydrosulfide in aqueous formaldehyde. The resulting dithiazines are lithiated at -78 degreesC and reacted with benzaldehyde furnishing amino acid-based 2,5-bis-substituted dithiazines. These adducts undergo externally sensitized photofragmentation with quantum efficiency comparable to that of the parent dithiane adducts, thus offering a novel approach to amino acid-based photolabile tethers.

引用

页码：4129 / 4131

页数：3

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