Enantioselective Direct Aldol Reactions of Achiral Ketones with Racemic Enolizable α-Substituted Aldehydes: Scope and Limitations

Autor:	Athanasios Karagiannis, Garrison E. Beye, Vishal Jheengut, Fabiola Becerril-Jiménez, Dale E. Ward, H. Martin Gillis
Rok vydání:	2011
Předmět:	chemistry.chemical_classification Ketone chemistry Aldol reaction Organocatalysis Organic Chemistry Enantioselective synthesis Organic chemistry Aldol condensation Enantiomeric excess Aldehyde Kinetic resolution
Zdroj:	Synlett. 2011:508-512
ISSN:	1437-2096 0936-5214
DOI:	10.1055/s-0030-1259525
Popis:	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.
Databáze:	OpenAIRE
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