First Asymmetric Synthesis of (-)Methyl 2, 2-dimethyl-3-hydroxychromanyl-6-formate  

(-)2,2-二甲基-3-羟基苯并二氢吡喃-6-甲酸甲酯的首次不对称全合成

作　　者：谢志翔[1] 胡杨[1] 李瀛[1] 

机构地区：[1]兰州大学应用有机国家重点实验室,兰州730000

出　　处：《Journal of Chinese Pharmaceutical Sciences》2004年第2期115-118,共4页中国药学（英文版）

基　　金：This research work was financially supported by the National Natural Science Foundation of China(Grant NO.20272020).

摘　　要：Aim To synthesize naturally occurring (-) methyl2,2-dimethyl-3-hydroxychromanyl-6-formate. Methods Sharpless' asymmetric dihydroxylation wasemployed to construct the 3-hydroxychroman. Results First asymmetric synthesis of (-) methyl 2,2-dimethyl-3-hydroxychromanyl-6-formate (1) was accomplished starting from methyl 4-hydroxy-benzoate(2), and the absolute configuration was established. Conclusion A useful method for constructingchiral 3-hydroxychroman by employing Sharpless' asymmetric dihydroxylation is achieved.目的　合成天然产物 ( ) 2 ,2 二甲基 3 羟基苯并二氢吡喃 6 甲酸甲酯 (1)。方法　运用sharpless不对称双羟化构筑手性的 3 羟基苯并二氢吡喃。结果　以 4 羟基苯甲酸甲酯 (2 )为起始原料 ,完成了对天然产物 ( ) 2 ,2 二甲基 3 羟基苯并二氢吡喃 6 甲酸甲酯 (1)的首次不对称全合成 ,并且确立了 3 位羟基的绝对构型。结论　运用sharpless不对称双羟化构筑手性3

关 键 词：3-hydroxychroman sharpless' asymmetric dihydroxylation 

分 类 号：R914[医药卫生—药物化学]