Enantioselective direct aldol reactions of achiral ketones with racemic enolizable α-substituted aldehydes: scope and limitations

…, HM Gillis, A Karagiannis, F Becerril-Jimenez

Index: Ward, Dale E.; Jheengut, Vishal; Beye, Garrison E.; Gillis, H. Martin; Karagiannis, Athanasios; Becerril-Jimenez, Fabiola Synlett, 2011 , # 4 p. 508 - 512

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Citation Number: 8

Abstract

Abstract Aldol reactions of racemic enolizable dioxolan-protected α-substituted-β- ketoaldehydes with representative achiral ketones catalyzed by proline or 5-(2-pyrrolidine-2- yl)-1H-tetrazole in wet DMSO proceed with dynamic kinetic resolution (or via DYKAT with an α-substituted-β-alkoxyaldehyde) to give adducts with high dr and ee.