2006 Volume 74 Issue 8 Pages 645-648
1-Alkoxy-2,2,2-trifluoroethyl group was found to be a new protecting group for electrochemical oxidation of L-prolinol. The result is a first example for the introduction of a nucleophile to α-position of L-prolinol without a loss of the optical activity through an iminium ion intermediate. This exploited method is complementary for methods in which an electrophile is introduced to the α-position of L-proline derivative through a carbanion intermediate.