Catalytic asymmetric approaches towards enantiomerically enriched diarylmethanols and diarylmethylamines.
Enantiopure diarylmethanols and diarylmethylamines are important intermediates for the synthesis of pharmaceutically relevant products with antihistaminic, antiarrhythmic, diuretic, antidepressive, laxative, local-anesthetic and anticholinergic properties. Furthermore, they have been used as precursors for 1,1-diarylalkyl moieties, which occur in other antidepressants as well as in antimuscarinics and endothelin antagonists. In this critical review catalytic strategies towards enantioenriched diarylmethanols and diarylmethylamines are discussed, including methods for asymmetric carbon-carbon bond formations by aryl transfer reactions to aldehydes and arylimines, respectively, and enantioselective reductions of diarylketones.
Schmidt
Frank
F
Institut für Organische Chemie der RWTH Aachen, Landoltweg 1, 52074 Aachen, Germany. Carsten.Bolm@oc.rwth-aachen.de
Stemmler
René T
RT
Rudolph
Jens
J
Bolm
Carsten
C
D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry; D002384:Catalysis; D007097:Imines / Q000138:chemical synthesis / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry; D000432:Methanol / Q000031:analogs & derivatives* / Q000737:chemistry*; D008744:Methylamines / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
D000447:Aldehydes; D007097:Imines; D007659:Ketones; D008744:Methylamines; D000432:Methanol