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Sulfonamide Ligands from Chiral Aziridines − Application to the Titanium‐Mediated Addition of Diethylzinc to Benzaldehyde
Author(s) -
Lake Fredrik,
Moberg Christina
Publication year - 2002
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 - 10.1002/1099-0690(200209)2002:18<3179::aid-ejoc3179>3.0.co;2-a
Subject(s) - diethylzinc , chemistry , benzaldehyde , enantiopure drug , sulfonamide , ring (chemistry) , titanium , organic chemistry , combinatorial chemistry , enantioselective synthesis , catalysis
A modular approach was developed for the preparation of chiral, enantiopure sulfonamide ligands with C 1 , C 2 , and C 3 symmetry by ring opening of chiral N ‐sulfonylaziridines with ammonia, primary amines, and diamines. The new ligands were assessed in the titanium‐mediated addition of diethylzinc to benzaldehyde, giving the product with selectivities up to 76% ee . (© Wiley‐VCH Verlag GmbH, 69451 Weinheim, Germany, 2002)