title: Studies toward the total synthesis of the cytotoxic sponge alkaloid pyrinodemin A.
abstract: [structure: see text]. The syntheses of the proposed structure of pyrinodemin A (1) and its cis double bond positional isomer (C15'-C16') in racemic form are described. The key reaction involved an intramolecular nitrone/double bond cycloaddition. Our results suggest that neither 1 nor its double positional isomer is the correct structure of pyrinodemin A
authors.affiliation: The Dyson Perrins Laboratory, University of Oxford, South Parks Road, Oxford, OX1 3QY, UK. jack.baldwin@chem.ox.ac.uk
authors.forename: J E
authors.initials: JE
authors.lastname: Baldwin
authors.forename: S P
authors.initials: SP
authors.lastname: Romeril
authors.forename: V
authors.initials: V
authors.lastname: Lee
authors.forename: T D
authors.initials: TD
authors.lastname: Claridge
mesh_terms: D000470:Alkaloids / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D010080:Oxazoles / Q000138:chemical synthesis*; D011725:Pyridines / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D000470:Alkaloids; D010080:Oxazoles; D011725:Pyridines; C430117:pyrinodemin A