Asymmetric Epoxidation of Allylic Alcohols | Technical Article

By: William Sommer, Aldrich ChemFiles 2008, 8.6, 5.

Aldrich ChemFiles 2008, 8.6, 5.

Catalytic asymmetric epoxidation of olefins has become a reaction of choice to generate various chiral building blocks used in the synthesis of natural products and biogically active molecules. Yamamoto and co-workers developed bishydroxamic acid based ligands for the efficient asymmetric epoxidation of various allylic alcohols. Using only 1 mol% of catalyst (derived from vanadium and the bishydroxamic acid ligand), a variety of allylic alcohols were reacted to form enantiopure epoxides with high selectivity.

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  1. Zhang, W. et al. Angew, Chem., Int. Ed. 2005, 44, 4389.

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