Issue 0, 1987

Hypervalent iodine oxidation of silyl enol ethers. A direct route to α-hydroxy ketones

Abstract

Hypervalent iodine oxidation of various silyl enol ethers (aromatic, heteroaromatic, and aliphatic) using iodosobenzene–boron trifluoride diethyl ether–water provides a general and direct route for the α-hydroxylation of ketones. The structures of 2-hydroxy-(8) and 3-hydroxy-acetylpyridine (9) are discussed as well as the scope and mechanism of the reaction.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1987, 1781-1784

Hypervalent iodine oxidation of silyl enol ethers. A direct route to α-hydroxy ketones

R. M. Moriarty, M. P. Duncan and O. Prakash, J. Chem. Soc., Perkin Trans. 1, 1987, 1781 DOI: 10.1039/P19870001781

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