Direct Enantioselective Three‐Component Synthesis of Optically Active Propargylamines in Water | Zendy

Ohara Mutsuyo | Zendy; Hara Yoshichika | Zendy; Ohnuki Tohru | Zendy; Nakamura Shuichi | Zendy

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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 ).

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