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Synfacts 2005(2): 0249-0249
DOI: 10.1055/s-2005-916120
DOI: 10.1055/s-2005-916120
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart · New York
Catalytic Asymmetric Arylation of Aldehydes with Boroxines
X. Wu, X. Liu, G. Zhao*
Shanghai Institute of Organic Chemistry, P. R. of China
Further Information
Publication History
Publication Date:
25 October 2005 (online)
Significance
A method for the enantioselective arylation of substituted benzaldehydes, starting from stable arylboroxines as nucleophile precursors and diphenylprolinol as chiral catalyst is described. The method was applied to a number of benzaldehydes as well as to various aryl boroxines. The authors investigated also the influence of the aryl substituents in the chiral ligand. It is a new application of boron-zinc exchange which allows a smooth transfer of an aryl group from boroxines.