Palladium-Catalyzed Dehydrative Allylation of Hypophosphorous Acid with Allylic Alcohols

Karla Bravo-Altamirano and Jean-Luc Montchamp*

*Department of Chemistry, Box 298860, Texas Christian University, Fort Worth, Texas 76129, Email: j.montchamptcu.edu

K. Bravo-Altamirano, J.-L. Montchamp, Org. Lett., 2006, 8, 4169-4171.

DOI: 10.1021/ol061828e

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Abstract

A novel palladium-catalyzed allylation of H₃PO₂ with allylic alcohols produces allylic-H-phosphinic acids and water, in the absence of additives. Primary H-phosphinic acids are obtained in excellent yields, whereas secondary H-phosphinic acids react sluggishly.

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proposed mechanism

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Key Words

Phosphinic Acids, Tsuji-Trost Reaction

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ID: J54-Y2006-2690