title: Progress toward the total synthesis of saudin: development of a tandem Stille-oxa-electrocyclization reaction.
abstract: [reaction: see text] A diastereoselective tandem Stille-oxa-electrocyclization reaction provides access to the core of the diterpenoid natural product saudin. Additionally, this new reaction sequence was extended to the convergent preparation of related polycyclic pyran systems.
authors.affiliation: The Arnold and Mabel Beckman Laboratories of Chemical Synthesis, Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, USA.
authors.forename: Uttam K
authors.initials: UK
authors.lastname: Tambar
authors.forename: Taichi
authors.initials: T
authors.lastname: Kano
authors.forename: Brian M
authors.initials: BM
authors.lastname: Stoltz
mesh_terms: D003500:Cyclization; D004224:Diterpenes / Q000138:chemical synthesis*; D005663:Furans / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D011084:Polycyclic Aromatic Hydrocarbons / Q000138:chemical synthesis*; D011714:Pyrans / Q000138:chemical synthesis*; D013237:Stereoisomerism
chemical_list: D004224:Diterpenes; D005663:Furans; D011084:Polycyclic Aromatic Hydrocarbons; D011714:Pyrans; C450680:saudin