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Direct Enantioselective Three‐Component Synthesis of Optically Active Propargylamines in Water
Author(s) -
Ohara Mutsuyo,
Hara Yoshichika,
Ohnuki Tohru,
Nakamura Shuichi
Publication year - 2014
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201402384
Subject(s) - enantioselective synthesis , substituent , enantiomer , chemistry , optically active , pulmonary surfactant , sodium dodecyl sulfate , catalysis , imidazoline receptor , component (thermodynamics) , combinatorial chemistry , organic chemistry , medicine , biochemistry , physics , thermodynamics
An enantioselective three‐component reaction of aldehydes, amines, and alkynes in water by using a bis(imidazoline)–Cu I catalysts having a hydrophobic substituent and sodium dodecyl sulfate as a surfactant was developed. The reaction was applied to a broad range of aldehydes and alkynes to give optically active propargylamines with excellent yields (up to 99 %) and enantiomeric excesses (up to 99 % ee ).