DIASTEREOSELECTIVITY IN THE HETEROGENEOUS HYDROGENATION REACTIONS OF PHOSPHORUS SUBSTITUTED OLEFINS

Authors
HUFF BE KHAU VV LETOURNEAU ME MARTINELLI MJ NAYYAR NK PETERSON BC
Citation
Be. Huff et al., DIASTEREOSELECTIVITY IN THE HETEROGENEOUS HYDROGENATION REACTIONS OF PHOSPHORUS SUBSTITUTED OLEFINS, Tetrahedron letters, 38(50), 1997, pp. 8627-8630
Citations number
11
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
38
Issue
50
Year of publication
1997
Pages
8627 - 8630
Database
ISI
SICI code
0040-4039(1997)38:50<8627:DITHHR>2.0.ZU;2-V
Abstract
Phosphorous substituted methylenecyclohexane olefins show enhanced dia stereoselectivity in heterogeneous hydrogenation reactions using Pd/C. A model system derived from 4-t-butylcyclohexanone was used to explor e the effects of solvent polarity and catalyst on the reduction reacti on. It was found that olefins hydrogenated with catalytic Pd/C in pola r solvents afford the highest diastereoselectivities (>15:1). (C) 1997 Elsevier Science Ltd.