Diastereoselectivity in the heterogeneous hydrogenation reactions of phosphorous substituted olefins
作者:Bret E. Huff、Vien V. Khau、Michael E. LeTourneau、Michael J. Martinelli、Naresh K. Nayyar、Barry C. Peterson
DOI:10.1016/s0040-4039(97)10371-9
日期:1997.12
Phosphorous substituted methylenecyclohexane olefins show enhanced diastereoselectivity in heterogeneous hydrogenation reactions using Pd/C. A model system derived from 4-t-butylcyclohexanone was used to explore the effects of solvent polarity and catalyst on the reduction reaction. It was found that olefins hydrogenated with catalytic Pd/C in polar solvents afford the highest diastereoselectivities (>15:1). (C) 1997 Elsevier Science Ltd.