Biphasic Enantioselective Olefin Epoxidation Using <i>Tropos </i>Dibenzoazepinium Catalysts
作者:Jérôme Vachon、Céline Pérollier、David Monchaud、Claire Marsol、Klaus Ditrich、Jérôme Lacour
DOI:10.1021/jo050629q
日期:2005.7.1
biphasic enantioselective olefin epoxidation conditions. Interestingly, the iminium salts derived from commercially available (S)- or (R)-1,2,2-trimethylpropylamine can display efficiency similar to those made from l-acetonamine. Variable-temperature NMR spectroscopy (VT-NMR) and circular dichroism (CD) experiments were performed in search of a correlation between good enantioselectivity in the products
已制备了几种新颖的手性亚胺鎓TRISPHAT [三(四氯代苯并二氨基苯基)磷酸盐(V)]盐,该盐结合了二苯基a庚啶核,手性外环附件和亲脂性抗衡离子,并在双相对映选择性烯烃环氧化条件下进行了测试。有趣的是,衍生自可商购获得的(S)-或(R)-1,2,2-三甲基丙胺的亚胺盐可以显示出与由1-丙酮胺制成的那些相似的效率。进行可变温度NMR光谱(VT-NMR)和圆二色性(CD)实验,以寻找产物中良好的对映选择性与催化剂的联苯轴向手性的高非对映异构体控制之间的相关性。