Enantioselective syntheses of ring-C precursors of vit. B(12). Reagent control.
Enelactones of the general structure S-(-)-I were prepared in three steps from alcohol 21 and acids 22 (ee approximately 85%). Lactones S-(-)-I are versatile precursors to enelactams II of the type found in Vitamin B(12).
Jacobi
Peter A
PA
Burke Chemical Laboratory, Dartmouth College, Hanover, New Hampshire 03755, USA. peter.jacobi@dartmouth.edu
Li
Yongkai
Y
D000480:Alkynes / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis / Q000737:chemistry; D011758:Pyrroles / Q000737:chemistry; D013237:Stereoisomerism; D045725:Tetrapyrroles; D014805:Vitamin B 12 / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000737:chemistry
D000480:Alkynes; D002264:Carboxylic Acids; D007783:Lactones; D011758:Pyrroles; D045725:Tetrapyrroles; C012851:cobyric acid; D014805:Vitamin B 12