Catalysis of phosphorus(V)-mediated transformations: dichlorination reactions of epoxides under Appel conditions.
A stereospecific triphenylphosphine oxide-catalyzed 1,2-dichlorination reaction of epoxides has been developed. The reaction is effective for a range of terminal and internal epoxides. In contrast to the classical Appel-type dichlorination of epoxides, oxalyl chloride is used as a stoichiometric reagent to generate the chlorophosphonium salt responsible for dichlorination from catalytic triphenylphosphine oxide.
Denton
Ross M
RM
School of Chemistry, University of Nottingham, University Park, Nottingham, NG7 2RD, United Kingdom. ross.denton@nottingham.ac.uk
Tang
Xiaoping
X
Przeslak
Adam
A