One Pot Conversion of Olefins to Carbonyl Compounds by Hydroboration / NMO-TPAP Oxidation

Matthew H. Yates*

*Department of Chemistry, Rice University, 6100 Main Street, Houston, Texas

M. H. Yates, Tetrahedron Lett., 1997, 38, 2813-2816.

DOI: 10.1016/S0040-4039(97)00476-0

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Abstract

An efficient method for the oxidation of olefins to the less substituted carbonyl compounds is described. This one pot conversion includes hydroboration with borane dimethyl sulfide (BDMS) which is followed by oxidation of the resulting alkylboranes with tetrapropylammonium perruthenate (TPAP) and N-methylmorpholine N-oxide.

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Key Words

Hydroboration, NMO, TPAP, Ketones

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ID: J72-Y1997-300