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Synfacts 2006(8): 0813-0813
DOI: 10.1055/s-2006-942020
DOI: 10.1055/s-2006-942020
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag Stuttgart · New York
Regio- and Stereoselective Allylic Alkylations of Chelated Enolates
U. Kazmaier*, D. Stolz
Universität des Saarlandes, Saarbrücken, Germany
Further Information
Publication History
Publication Date:
21 July 2006 (online)
Significance
Here the authors report on rhodium-catalyzed allylic alkylation. Phosphates as leaving groups were shown to be superior compared to other leaving groups typically used in these types of reactions (i.e., acetate). Trimethyl and triethyl phosphite were shown to be the most effective ligands and trifluoroacetyl was the best protecting group for the chelated glycine enolate nucleophile.