Organic synthesis with a migrating functional group: scope and limitations of diphenylphosphinoyl migration
- 1 January 1977
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 12,p. 1452-1463
- https://doi.org/10.1039/p19770001452
Abstract
Diphenylphosphinoyl (Ph2PO) migration occurs during the acid-catalysed dehydration of β-Ph2PO-alcohols having primary or secondary alkyl groups, alkenyl groups, or aryl groups at the migration terminus and, in another series of compounds, a five- or a four-membered ring at the migration origin. The allylphosphine oxide products form anions which add electrophiles, chiefly carbonyl compounds, mostly at the α-position (to phosphorus) but at the γ-position in some cases. A method to cause α-addition is described.Keywords
This publication has 0 references indexed in Scilit: