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

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