【摘要】 由辛可宁和2,4,6-三甲基苄氯,合成了一种新的手性季铵盐(1a),并进一步用苄基溴、碘甲烷和烯丙基氯对分子中的羟基进行醚化,得到相转移催化剂1b、1c和1d。以次氯酸钠为氧化剂时,化合物1b、1c和1d可不对称地催化查尔酮的环氧化反应,ee值58%~63%,产率89%~92%。更多还原

【Abstract】 A new chiral quaternary ammonium salt 1a was synthesized by the reaction of cinchonine and(2,4,6-)trimethyl benzyl chloride.Etherification between 1a and benzyl bromide,allyl chloride,or methyl(iodide) give corresponding etherified quaternary ammonium salts 1b,1c,and 1d.In the presence of 1b,1c,or 1d(5%,molar fraction),chalcone was stereoselectively epoxidized by sodium hypochlorite with yields range from 89% to 92% and ee range from 58% to 63%.更多还原