title: Total synthesis of (-)-blepharocalyxin D and analogues.
abstract: An efficient strategy for the total synthesis of (-)-blepharocalyxin D and an analogue is described. The key step involves an acid-mediated cascade process in which reaction of methyl 3,3-dimethoxypropanoate with γ,δ-unsaturated alcohols possessing diastereotopic styrenyl groups gives trans-fused bicyclic lactones with the creation of two rings and four stereocenters in one pot.
authors.affiliation: School of Chemistry, University of Bristol , Cantock's Close, Bristol, BS8 1TS, UK.
authors.forename: Benjamin D
authors.initials: BD
authors.lastname: Cons
authors.forename: Adam J
authors.initials: AJ
authors.lastname: Bunt
authors.forename: Christopher D
authors.initials: CD
authors.lastname: Bailey
authors.forename: Christine L
authors.initials: CL
authors.lastname: Willis
mesh_terms: D000438:Alcohols / Q000737:chemistry*; D032429:Alpinia / Q000737:chemistry; D007783:Lactones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D011714:Pyrans / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D000438:Alcohols; D007783:Lactones; D011714:Pyrans; C430165:blepharocalyxin D