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Novel Diamino and Diimino Thioethers – Chiral Tridentate Ligands for Asymmetric Michael Reactions?
Author(s) -
Christoffers Jens,
Mann Alexander
Publication year - 1999
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/(sici)1099-0690(199906)1999:6<1475::aid-ejoc1475>3.0.co;2-r
Subject(s) - enantiopure drug , enantioselective synthesis , chemistry , michael reaction , methyl vinyl ketone , ketone , catalysis , organic chemistry , organocatalysis , combinatorial chemistry , stereochemistry , medicinal chemistry
Novel C 2 ‐symmetric enantiopure β,β′‐diamino thioethers 1 and β,β′‐diimino thioethers 2 have been prepared from chiral α‐amino acids. Nine of these compounds have been screened as ligands, in combination with 13 metal salts, with a view to achieving the enantioselective catalysis of a Michael reaction of a β‐oxo ester with methyl vinyl ketone resulting in an optimal ee of 17%.