Photoreactions of N-alkoxy-4-(p-chlorophenyl)thiazole-2(3H)-thiones with L-cysteine derivatives in aqueous solutions

被引:11
作者
Hartung, J [1 ]
Kneuer, R [1 ]
Spehar, K [1 ]
机构
[1] Univ Wurzburg, Inst Organ Chem, D-97074 Wurzburg, Germany
关键词
D O I
10.1039/b101097m
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Photolysis of substituted N-alkoxythiazolethiones 1 in aqueous solvents furnishes alkoxyl radicals 2 which, upon stereoselective 5-exo-trig cyclization, are trapped by water soluble thiols (l-cysteine, l-cysteine ethyl ester, or the reduced form of glutathione, GSH) to afford disubstituted tetrahydrofurans 3 in synthetically useful yields and with satisfactory to excellent diastereoselectivities.
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页码:799 / 800
页数:2
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