title: Application of beta-hydroxysulfoximines in catalytic asymmetric phenyl transfer reactions for the synthesis of diarylmethanols.
abstract: Enantiomerically enriched diarylmethanols have been prepared by catalyzed asymmetric phenyl transfer reactions onto aromatic aldehydes with use of readily available beta-hydroxysulfoximines as catalysts. As the aryl source, combinations of diethylzinc with either diphenylzinc or triphenylborane have been applied affording arylphenylmethanols with up to 93% ee in good yields. Various functionalized aldehydes and heterocyclic substrates are tolerated, yielding synthetically relevant products.
authors.affiliation: Institute of Organic Chemistry, RWTH Aachen University, Landoltweg 1, D-52056, Aachen, Germany.
authors.forename: Jörg
authors.initials: J
authors.lastname: Sedelmeier
authors.forename: Carsten
authors.initials: C
authors.lastname: Bolm
mesh_terms: D000447:Aldehydes / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D007097:Imines / Q000737:chemistry*; D000432:Methanol / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D013237:Stereoisomerism; D013440:Sulfides / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000447:Aldehydes; D007097:Imines; D013440:Sulfides; D000432:Methanol