Liu Hong-Min, Zhang Fuyi, Zhang Jianye, Li Shi
Department of Chemistry, Zhengzhou University, Daxue Road, Zhengzhou 450052, PR China.
Carbohydr Res. 2003 Aug 12;338(17):1737-43. doi: 10.1016/s0008-6215(03)00257-x.
A butenolide-containing sugar available from the aldol condensation of methyl 4,6-O-benzylidene-alpha-D-glucopyranosid-2-ulose with diethyl malonate is autoxidized at the C-3 position into the corresponding alpha,beta-unsaturated gamma-lactone sugar by air, which subsequently undergoes 1,4-conjugate (Michael) addition of hydroxide ion (or water) leading to a C-branched-chain glucopyranosidulose. The autoxidations are also performed in weakly basic, neutral and weakly acidic medium, respectively.
一种可通过4,6-O-亚苄基-α-D-吡喃葡萄糖苷-2-酮甲酯与丙二酸二乙酯的羟醛缩合反应得到的含丁烯内酯的糖，在C-3位被空气自动氧化为相应的α,β-不饱和γ-内酯糖，随后该糖会发生氢氧根离子（或水）的1,4-共轭（迈克尔）加成反应，生成一种C-支链的吡喃葡萄糖苷酮糖。自动氧化反应也分别在弱碱性、中性和弱酸性介质中进行。
