机构地区: 广西师范大学化学化工学院
出 处: 《有机化学》 2008年第7期1250-1253,共4页
摘 要: 以松香为原料,合成了4个手性氮杂冠醚:N-脱氢松香基单氮杂-12-冠-4、N-脱氢松香基单氮杂-15-冠-5、N-脱氢松香基单氮杂-18-冠-6和N-降解脱氢松香基单氮杂-12-冠-4,并用于催化不对称查尔酮Michael加成反应,发现这些手性氮杂冠醚可以有效地催化2-硝基丙烷与查尔酮的不对称Michael加成,Michael加成产物ee最高达35%. Four chiral azacrown ethers were synthesized from rosin: N-dehyroabietyl monoaza-12-crown-4, N-dehyroabietyl monoaza-15-crown-5, N-dehyroabietyl monoaza-18-crown-6 and N-degrading- dehyroabietyl monoaza-12-crown-4, which were employed as phase-transfer catalysts in asymmetric Michael addition of 2-nitropropane to chalcone, affording the corresponding Michael addition products up to 35% ee.