Abstract

Enantioselective aminomethylation of 1-(benzyloxy)propan-2-one with 3-[(pent-2-yn-1-yl)oxy]­aniline and aliphatic aldehydes in the presence of pseudoephedrine as a chiral catalyst afforded the corre­sponding Mannich type condensation products as mixtures of (3R,4R) and (3R,4S) diastereoisomers at ratios of 3:1 to 5:1 in 57–63% yields with a high diastereoisomer excess.

中文翻译：

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1-(苄氧基)丙-2-酮与 3-[(戊-2-炔-1-基)氧基]苯胺的对映选择性氨甲基化

摘要

在伪麻黄碱作为手性催化剂存在下，1-(苄氧基)丙-2-酮与3-[(戊-2-炔-1-基)氧基]苯胺和脂肪醛进行对映选择性氨甲基化，得到相应的曼尼希型缩合产物作为 (3 R ,4 R ) 和 (3 R ,4 S ) 非对映异构体的混合物，比例为 3:1 至 5:1，产率 57–63%，非对映异构体过量。