

EPOXIDATION OF 4,5-DIALKYL-2,3-DIHYDRO-1Н-PHOSPHOLE 1-OXIDES

Abstract
A method was developed for the synthesis of 1,5-dialkyl(cycloalkyl,phenyl)-2-phenyl-6-oxa-2-phosphabicyclo[3.1.0]hexane 2-oxides from alkynes, involving the epoxidation of unsaturated cyclic organophosphorus compounds with m-chloroperbenzoic acid. The organophosphorus compounds were obtained by a reaction sequence consisting of catalytic cycloalumination of symmetrical acetylenes with triethylaluminum in the presence of bis(cyclopentadienyl)zirconium(IV) dichloride catalyst leading to the formation of 2,3-disubstituted aluminacyclopent-2-enes and in situ reaction of the latter with dichlorophenylphosphine.
Keywords
aluminacyclopentenes, 2,3-dihydrophospholes, epoxyphospholanes, heterocyclic compounds, organoaluminum compounds, zirconocene dichloride, cycloalumination, epoxidation, metal complex catalysis.
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv