Hua Qian, Xiaoqing Han, R. Widenhoefer
Jul 16, 2004
Citations
0
Influential Citations
145
Citations
Quality indicators
Journal
Journal of the American Chemical Society
Abstract
Reaction of 2,2-diphenyl-4-penten-1-ol with a catalytic mixture of [PtCl2(H2CCH2)]2 (1 mol %) and P(4-C6H4CF3)3 (2 mol %) at 70 °C for 24 h led to the isolation of 2-methyl-4,4-diphenyltetrahydrofuran in 78% yield. The platinum-catalyzed hydroalkoxylation of γ-hydroxy olefins tolerated substitution at the α, β, and γ-carbon atoms and at the internal and cis and trans terminal olefinic positions. Platinum-catalyzed hydroalkoxylation tolerated a number of functional groups including pivaloate and acetate esters, amides, silyl and benzyl ethers, and pendant hydroxyl and olefinic groups. Pt-catalyzed olefin hydroalkylation was also applicable to the formation of fused- and spirobicyclic ethers and was effective for the hydroalkoxylation of δ-hydroxy olefins to form tetrahydropyran derivatives.