Structural optimization of enantiopure 2-cyclialkylamino-2-aryl-1, 1-diphenylethanols as catalytic ligands for enantioselective additions to aldehydes

S Rodríguez-Escrich, KS Reddy, C Jimeno…

Index: Rodriguez-Escrich, Sergi; Reddy, Katamreddy Subba; Jimeno, Ciril; Colet, Gisela; Rodriguez-Escrich, Carles; Sola, Lluis; Vidal-Ferran, Anton; Pericas, Miquel A. Journal of Organic Chemistry, 2008 , vol. 73, # 14 p. 5340 - 5353

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Citation Number: 37

Abstract

The structural optimization of a family of modular, enantiopure β-amino alcohol ligands with a common 2-amino-2-aryl-1, 1-diphenylethanol skeleton, whose stereogenicity was introduced through the Jacobsen epoxidation of 1, 1-diphenyl-2-arylethylenes, has led to the identification of a small set of optimal catalysts with enhanced activity and enantioselectivity in the addition of alkylzinc and arylzinc reagents to aldehydes. Criteria for the ...