Enantioselective synthesis of epoxides by alpha-deprotonation--electrophile trapping of achiral epoxides.
Enantioselective alpha-deprotonation of achiral epoxides 1, 21, and 26 using organolithiums in the presence of (-)-sparteine 2 and subsequent electrophile trapping gives access to enantioenriched trisubstituted epoxides 9-17, 22, 23, 27 and 28 (in up to 86% ee).
Hodgson
David M
DM
Dyson Perrins Laboratory, Department of Chemistry, University of Oxford, South Parks Road, Oxford, UK OX1 3QY. david.hodgson@chem.ox.ac.uk
Buxton
Timothy J
TJ
Cameron
Iain D
ID
Gras
Emmanuel
E
Kirton
Eirene H M
EH