Aziridine sulfides and disulfides as catalysts for the enantioselective addition of diethylzinc to aldehydes.
Chiral aziridine sulfides and disulfides were synthesized from readily available and inexpensive R-cysteine by a Mitsunobu reaction; their application in the addition of diethylzinc to aldehydes provides secondary alcohols with up to 99% ee and S-configuration.
Braga
Antonio L
AL
Departamento de Química, Universidade Federal de Santa Maria, 97105-900-Santa Maria-RS, Brazil. albraga@quimica.ufsm.br
Milani
Priscila
P
Paixão
Marcio W
MW
Zeni
Gilson
G
Rodrigues
Oscar E D
OE
Alves
Elenilson F
EF
D000438:Alcohols / Q000138:chemical synthesis; D000447:Aldehydes / Q000737:chemistry*; D001388:Aziridines / Q000737:chemistry*; D002384:Catalysis; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*; D013237:Stereoisomerism; D013440:Sulfides / Q000737:chemistry*; D015032:Zinc / Q000737:chemistry*
D000438:Alcohols; D000447:Aldehydes; D001388:Aziridines; D009942:Organometallic Compounds; D013440:Sulfides; C033132:aziridine; D015032:Zinc