Schmidt Frank, Stemmler René T, Rudolph Jens, Bolm Carsten
Institut für Organische Chemie der RWTH Aachen, Landoltweg 1, 52074 Aachen, Germany.
Chem Soc Rev. 2006 May;35(5):454-70. doi: 10.1039/b600091f. Epub 2006 Mar 16.
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.
对映体纯的二芳基甲醇和二芳基甲胺是合成具有抗组胺、抗心律失常、利尿、抗抑郁、缓泻、局部麻醉和抗胆碱能特性的药学相关产品的重要中间体。此外，它们已被用作1,1-二芳基烷基部分的前体，该部分存在于其他抗抑郁药以及抗毒蕈碱药和内皮素拮抗剂中。在这篇综述中，讨论了制备对映体富集的二芳基甲醇和二芳基甲胺的催化策略，包括分别通过将芳基转移至醛和芳基亚胺进行不对称碳-碳键形成的方法，以及二芳基酮的对映选择性还原。
