3,3]-rearrangements of phosphonium ylides |
| |
Authors: | Ferguson Marcelle L Senecal Todd D Groendyke Todd M Mapp Anna K |
| |
Institution: | Department of Chemistry, University of Michigan, Ann Arbor, Michigan 48109, USA. |
| |
Abstract: | Allylic phosphonium ylides are readily generated by the combination of an allylic alcohol, a carbene, and a chlorophosphite. Here we demonstrate that these intermediates undergo a thermal 3,3]-rearrangement to provide single isomers of homoallylic phosphonates in good to excellent yields. This new reaction manifold for phosphorus ylides is tolerant of a range of substitution patterns on the reactants and provides access to structurally complex intermediates for the synthesis of enzyme inhibitors, aminophosphonic acids, and natural products. |
| |
Keywords: | |
本文献已被 PubMed 等数据库收录! |
|