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Chiral α‐Arylethanamines: An Organocatalyst for the Enantioselective α‐Amination of Branched Aldehydes
Author(s) -
Fu JiYa,
Wang QiLin,
Peng Lin,
Gui YongYuan,
Wang Fan,
Tian Fang,
Xu XiaoYing,
Wang LiXin
Publication year - 2013
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201201701
Subject(s) - chemistry , enantioselective synthesis , amination , organocatalysis , organic chemistry , reductive amination , catalysis
α‐Arylethanamines were investigated as organocatalysts for the α‐amination of branched aldehydes with azodicarboxylates. Optimization identified ( R )‐1‐(1‐naphthyl)ethanamine ( 1g ) as an effective and enantioselective organocatalyst; multifunctional chiral quaternary amino aldehydes were successfully obtained in excellent yields (up to 99 %) and with excellent enantioselectivities (up to 98 % ee ).