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Synfacts 2010(7): 0801-0801
DOI: 10.1055/s-0029-1220031
DOI: 10.1055/s-0029-1220031
Metal-Catalyzed Asymmetric Synthesis and Stereoselective Reactions
© Georg Thieme Verlag
Stuttgart ˙ New York
Iridium-Catalyzed Enantioselective Carbonyl (Hydroxymethyl)allylation
Y. J. Zhang, J. H. Yang, S. H. Kim, M. J. Krische*
The University of Texas at Austin, USA and Shanghai Jiao Tong University, P. R. of China
Further Information
Publication History
Publication Date:
22 June 2010 (online)
Significance
The cyclometalated iridium C,O-benzoate, derived from allyl acetate, 4-cyano-;3-nitrobenzoic acid, and modified (S)-SEGPHOS, was successfully applied to the asymmetric carbonyl (hydroxymethyl)allylation from the alcohol or aldehyde oxidation level. The desired products were obtained in good yields (up to 74%), anti-diastereoselectivities (up to14:1) and excellent ee values (93-99%).