手性纯的4,4-二苯基取代的末端环氧化合物的合成

Synthesis of Chirally Pure 4,4-Diphenylsubstituted Terminal Alkene Epoxides

烷基锂先与1,1-二苯乙烯反应生成相应的1,1-二苯烷基锂,接着在-70℃下滴加手性环氧氯丙烷,然后回到室温搅拌几小时,按常法处理后,得到手性纯的4,4-二苯基取代末端环氧化合物,它们的ee值均大于90%,此外还对反应机理进行了讨论.通过元素分析及NMR对产物的结构进行了表征.

1,1-Diphenylalkyllithium, obtained from the reaction of the corresponding alkyllithium with 1,1-diphenylethylene, reacted with optically active epichlorohydrin at -70 ℃, then at room temprature under stirring for several hours to yield chirally pure 4,4-diphenylsubstituted terminal alkene epoxide with 〉90% ee. The reaction mechanism was discussed and the products were characterized by elemental analysis and NMR spectroscopy.