Photochemical conversion of the o-nitrobenzyl-C-glucoside to a sugar lactone

…, T Kimura, Y Shinoda, T Taniguchi, T Nakahira

文献索引：Kohri, Michinari; Kimura, Takuma; Shinoda, Yoshihiro; Taniguchi, Tatsuo; Nakahira, Takayuki Carbohydrate Research, 2011 , vol. 346, # 18 p. 2965 - 2969

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摘要

A new family of activated glycosidic compounds has been designed and synthesized:(2, 3, 4, 6-tetra-O-acetyl-β-d-glucopyranosyl)-2-nitrophenylmethane (1). It is stable in conditions commonly used for synthesis, and it can be converted to a sugar lactone derivative merely by photoirradiation (λ= 365nm): 2, 3, 4, 6-tetra-O-acetyl-d-glucono-1, 5-lactone (2). A mechanism for the reaction is proposed. The photochemical conversion of 1 in the ...