(2S)-1-Methyl-1-[N-(diphenylmethylene)]-2-hydroxymethylpyrrolidine hydrazonium iodide I-a has been designed to catalyse the enantioselective phase-transfer alkylation of N-(diphenylmethylene) benzenemethanamine II. Although the weak acidic character of the latter, alkylations have been performed within reasonable reaction times. Optically active Primary amines III a-e have been prepared in good chemical yields and up to 94% e.e. using 2-5 mol-% of the chiral catalyst only.
(2S)-1-甲基-1-[N-(二苯甲酰)]-2-羟甲基
吡咯烷盐酸盐I-a被设计为催化N-(二苯甲酰)苯
甲胺II的对映选择性相转移烷基化反应。尽管后者具有弱酸性,但仍在合理的时间内完成了烷基化反应。通过仅使用2-5 mol-%的手性催化剂,成功制备了良好
化学收率且光学活性的
伯胺III a-e,其对映体过量值高达94%。