Lewis acid catalyzed α-functionalization of ketals for the regioselective synthesis of α-carbamoyl ketals.
Treatment of 1 with DEAD in the presence of BF(3)·OEt(2) gave 2 (R = H), which was N-alkylated to give 2 (R = CH(2)CO(2)Et), and insitu eliminated (E1cb) to give α-carbamoyl ketals.
Department of Chemistry and Biochemistry, University of Texas at Austin, 1 University Station A5300, Austin, Texas 78712-1167, USA. p.magnus@mail.utexas.edu
Philip
P
Magnus
Alec J
AJ
Brozell