Reductive ring opening of o-nitrobenzylidene acetals of monosaccharides:: Synthesis and photolysis of some photolabile sugars

被引:28
作者
Watanabe, S [1 ]
Sueyoshi, T [1 ]
Ichihara, M [1 ]
Uehara, C [1 ]
Iwamura, M [1 ]
机构
[1] Toho Univ, Fac Sci, Dept Biomol Sci, Funabashi, Chiba 2748510, Japan
关键词
D O I
10.1021/ol0068952
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A 6-O-o-nitrobenzyl methylglucoside and methylmannoside were synthesized by reacting 4,6-O-o-nitrobenzylidene acetals with triethylsilane and boron trifluoride etherate, A 2,6-dl-O-o-nitrobenzyl and a 3,6-di-O-o-nitrobenzyl methylmannoside were obtained from a 2,3:4,8-di-O-o- nitrobenzylidene methylmannoside by the same method, The photolabile sugars obtained were deprotected by irradiation at 350 nm to afford methylglycosides..
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页码:255 / 257
页数:3
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