DIRECT ELIMINATION OF EPOXIDES TO DIENES WITH PHOSPHONIUM ANHYDRIDES

Authors
HENDRICKSON JB WALKER MA VARVAK A HUSSOIN MS
Citation
Jb. Hendrickson et al., DIRECT ELIMINATION OF EPOXIDES TO DIENES WITH PHOSPHONIUM ANHYDRIDES, Synlett, (7), 1996, pp. 661
Citations number
8
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
7
Year of publication
1996
Database
ISI
SICI code
0936-5214(1996):7<661:DEOETD>2.0.ZU;2-D
Abstract
Epoxides have been shown to react with triphenylphosphonium anhydride (POP) and triethylamine, undergoing double elimination to form the cor responding dienes. Phosphorus NMR studies suggest a mechanism involvin g a rapidly equilibrating initial complex which can form a diol bis-ph osphonium ether prior to elimination. Simple eliminations of alcohols with this reagent are summarized for comparison.