Generation of N-acyliminium ions via intramolecular conjugate addition reactions: a strategy for the total synthesis of nakadomarin A.
[reaction: see text] The rapid construction of the tetracyclic core ring system of nakadomarin A via a tandem enecarbamate Michael addition/N-acyliminium ion cyclization is described.
Nilson
Mark G
MG
Department of Chemistry, Pennsylvania State University, University Park, Pennsylvania 16802, USA.
Funk
Raymond L
RL
D002243:Carbolines / Q000138:chemical synthesis* / Q000737:chemistry; D018360:Crystallography, X-Ray; D007097:Imines / Q000138:chemical synthesis; D008968:Molecular Conformation; D015394:Molecular Structure
D002243:Carbolines; D007097:Imines; C476640:nakadomarin A