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Highly Efficient Asymmetric Aziridination of Unsaturated Aldehydes Promoted by Chiral Hetero‐organic Catalysts
Author(s) -
Rachwalski Michał,
Wujkowska Zuzanna,
Leśniak Stanisław,
Kiełbasiński Piotr
Publication year - 2015
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.201500537
Subject(s) - stereocenter , moiety , chemistry , amine gas treating , catalysis , enantioselective synthesis , enantiomer , organic chemistry , organocatalysis , organic synthesis , enantiomeric excess
Optically pure hetero‐organic catalysts that bear a hydroxyl moiety, a stereogenic sulfinyl group, and a chiral amine moiety, are highly efficient in the asymmetric aziridination of unsaturated aldehydes and lead to the desired chiral products in high yields (up to 93 %) with enantiomeric excess values up to 92 %. The influence of the stereogenic centers at the sulfinyl sulfur atom and in the amine moiety on the stereochemical outcome of the title reaction is discussed.