Enantiopure N-acyldihydropyridones as synthetic intermediates: asymmetric synthesis of (-)-slaframine.
[formula: see text] An asymmetric synthesis of (-)-slaframine and N-acetylslaframine has been accomplished starting from an enantiopure dihydropyridone building block. The oxygen-carbon bond at C-1 was incorporated with complete stereoselectivity by using an efficient phenylselenocyclocarbamation reaction.
Comins
D L
DL
Department of Chemistry, North Carolina State University, Raleigh 27695-8204, USA. daniel_comins@ncsu.edu
Fulp
A B
AB
D000470:Alkaloids / Q000138:chemical synthesis*; D009183:Mycotoxins / Q000138:chemical synthesis*; D011728:Pyridones / Q000138:chemical synthesis*; D012232:Rhizoctonia / Q000737:chemistry; D013237:Stereoisomerism
D000470:Alkaloids; D009183:Mycotoxins; D011728:Pyridones; C009275:slaframine