2,4-二羟甲基四氢吡咯衍生物的合成及对烯烃环氧化反应的诱导

Asymmetric Synthesis of 2,4-Dihydroxymethylpyrrolidine Derivatives and Their Inducing Ability for Epoxidation of Olefins

用手性的丙烯酸薄荷醇酯与原位生成的 1,3 偶极试剂发生Diels Alder反应 ,得到一系列新的手性 2 ,4 二酯基四氢吡咯衍生物 ,经氢化铝锂还原得到纯的手性 2 ,4 二羟甲基四氢吡咯衍生物 .并首次发现 ,在用Oxone氧化烯烃时 ,2 ,4 二羟甲基四氢吡咯衍生物能有效地诱导烯烃发生环氧化反应 ,转化率达到定量 .

Chiral 2, 4-pyrrolindinediester derivatives were synthesized by asymmetric 1, 3-dipolar cycloaddition of imines and menthyl acrylate in the presence of metal ion. Ten new chiral 2,4-dihydroxymethylpyrrolidine derivatives were prepared by reduction of the 2,4-pyrrolindinediester derivatives with LiAlH4. The 2, 4-dihydroxymethylpyrrolidine derivatives were first found to be excellent inducer for epoxidation of olefins with oxone.