Desymmetrization of cyclic meso-epoxides with silicon tetrachloride catalyzed by PINDOX, a chiral bipyridine mono-N-oxide.
PINDOX 8 has been identified as a chiral organocatalyst for the enantioselective ring-opening of cyclic meso-epoxides with SiCl(4) to produce chlorohydrins in up to 90% ee. The catalyst is most effective with saturated cyclic substrates containing more than seven carbon units.
Malkov
Andrei V
AV
Department of Chemistry, WestChem, Joseph Black Building, University of Glasgow, Glasgow G12 8QQ, Scotland, UK. a.malkoV@lboro.ac.uk
Gordon
Malcolm R
MR
Stoncius
Sigitas
S
Hussain
Javid
J
Kocovský
Pavel
P