含多个手性中心的麻黄碱衍生物的合成

Synthesis of derivatives of ephedrine containing multi chiral centers

首次利用天然麻黄碱作为亲核试剂与手性 5 烷氧基 3,4 二卤 2 (5H) 呋喃酮反应 ,得到了含多个手性中心的麻黄碱衍生物 5 (S) 烷氧基 4 麻黄碱基 3 卤 2 (5H) 呋喃酮 ,产率 70 %～ 80 % .所有化合物均经IR ,1HNMR ,MS以及元素分析得到确证 ,为室温下方便地制备含多个手性中心的麻黄碱衍生物化合物提供了一条可能的新途径 .

The tandem Michael addition elimination reactions of chiral 5 alkoxy 3,4 dihalo 2(5H) furanone 4 a -4 d with ephedrine in DMSO by the catalyst of triethylamine were reported.The optically pure 5 ( S ) alkoxy 4 ephedrinel 3 halo 2(5H) furanone 6 a -6 d were obtained and identified on the basis of their analytical data,such as IR, 1HNMR,MS and elemental analysis.