321351-52-4Relevant articles and documents
Enantioselective construction of cyclic quaternary centers: (-)-mesembrine
Taber,Neubert
, p. 143 - 147 (2007/10/03)
The preparation of the crystalline amide 2 is reported. Conjugate addition to 2 proceeded with the expected high diastereocontrol to give 3. This set the stage for subsequent intramolecular alkylidene C-H insertion to give, after ozonolysis and aldol condensation, (-)-mesembrine 1. Amide 2 should be a useful chiron for the enantioselective construction of cyclic quaternary centers.