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Highly enantioselective Rh-catalyzed hydrogenations with heterocombinations of pentafluorobenzyl- and methoxybenzyl-derived binaphthyl phosphites
Authors:Benita Lynikaite  Umberto Piarulli  Cesare Gennari
Affiliation:a Dipartimento di Chimica Organica e Industriale, Centro di Eccellenza C.I.S.I., Università degli Studi di Milano, Via G. Venezian, 21, 20133 Milano, Italy
b Dipartimento di Scienze Chimiche e Ambientali, Università degli Studi dell’Insubria, Via Valleggio, 11, 22100 Como, Italy
Abstract:The Rh-catalyzed hydrogenations of dimethyl itaconate and methyl acetamido acrylate using selected heterocombinations of pentafluorobenzyl- and methoxybenzyl-derived binaphthyl phosphites proved to be highly enantioselective (ee 93-99%). In these selected cases the Rh-heterocomplexes, which were formed in a statistical amount (ca. 50% by 31P NMR), turned out to be more active and selective than the two homocomplexes.
Keywords:Phosphites   Asymmetric hydrogenation   Rhodium   Enantioselective catalysis
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