Control of Enantioselectivity with Flexible Biaryl Axes: Terpene??Based Alkylzinc Catalysts in Enantioselective Dialkylzinc Additions

M Leven, NE Schlörer, JM Neudörfl…

Index: Leven, Matthias; Schloerer, Nils E.; Neudoerfl, Joerg M.; Goldfuss, Bernd Chemistry - A European Journal, 2010 , vol. 16, # 45 p. 13443 - 13449

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Citation Number: 16

Abstract

Abstract New enantiopure pyridyl alcohols are efficiently accessible through few synthetic steps from commercially available terpenes, that is,(+)-fenchone,(−)-menthone and (−)- verbenone as well as 2, 6-diphenylpyridine. These chelating pyridyl alcohols exhibit flexible pyridyl–phenylene axes, which give rise to P and M conformers. Alkylzincation of the hydroxy groups eliminates equilibria of the conformers and generates alkylzinc complexes ...