title: A retro-Claisen approach to dolabriferol.
abstract: [reaction: see text] The protected precursor 30 to dolabriferol was generated by a DBU-induced, ester-forming, retro-Claisen process. The required linear carbon chain present in 22 was synthesized by a stereoselective lithium aldol reaction. The necessary aldehyde and ketone fragments were synthesized using stereocontrolled aldol reactions with the ethyl (S)-lactate derived ketone 13.
authors.affiliation: School of Chemistry, Physics and Earth Sciences, Flinders University, G. P. O. Box 2100, S.A. 5001, Australia.
authors.forename: Troy
authors.initials: T
authors.lastname: Lister
authors.forename: Michael V
authors.initials: MV
authors.lastname: Perkins
mesh_terms: D000818:Animals; D001048:Aplysia / Q000737:chemistry; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification; D013237:Stereoisomerism
chemical_list: D011714:Pyrans; C516274:dolabriferol