Issue 5, 2006

Catalytic asymmetric approaches towards enantiomerically enriched diarylmethanols and diarylmethylamines

Abstract

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.

Graphical abstract: Catalytic asymmetric approaches towards enantiomerically enriched diarylmethanols and diarylmethylamines

Article information

Article type
Critical Review
Submitted
27 Jan 2006
First published
16 Mar 2006

Chem. Soc. Rev., 2006,35, 454-470

Catalytic asymmetric approaches towards enantiomerically enriched diarylmethanols and diarylmethylamines

F. Schmidt, R. T. Stemmler, J. Rudolph and C. Bolm, Chem. Soc. Rev., 2006, 35, 454 DOI: 10.1039/B600091F

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