title: Synthesis of a B ring opened 7,8-seco-vitamin B12 derivative with Grob fragmentation.
abstract: A synthetic route toward B ring opened 7,8-seco-cyanocobalamins is described. Hydrolysis of a novel c-lactone vitamin B12 (B12) derivative generates a cobalamin (Cbl) with a β-bromo alcoholate subunit that reacts in situ via Grob fragmentation to the secocorrin.
authors.affiliation: Institute of Inorganic Chemistry, University of Zurich , Winterthurerstrasse 190, 8057 Zurich, Switzerland.
authors.forename: René M
authors.initials: RM
authors.lastname: Oetterli
authors.forename: Lucas
authors.initials: L
authors.lastname: Prieto
authors.forename: Bernhard
authors.initials: B
authors.lastname: Spingler
authors.forename: Felix
authors.initials: F
authors.lastname: Zelder
mesh_terms: D015394:Molecular Structure; D013237:Stereoisomerism; D014805:Vitamin B 12 / Q000031:analogs & derivatives / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D014805:Vitamin B 12