title: Consequences of acid catalysis in concurrent ring opening and halogenation of spiroketals.
abstract: [formula: see text] Lewis and/or Bronsted acid additives permit ring opening and halogenation of spiroketals at substantially reduced temperatures to produce omega-iodo enol ethers in improved yield and purity, which can undergo further reaction in the presence of distal electrophilic centers to give new steroid skeletons.
authors.affiliation: Department of Chemistry, Purdue University, West Lafayette, Indiana 47907, USA. lacour@purdue.edu
authors.forename: T G
authors.initials: TG
authors.lastname: LaCour
authors.forename: Z
authors.initials: Z
authors.lastname: Tong
authors.forename: P L
authors.initials: PL
authors.lastname: Fuchs
mesh_terms: D000143:Acids; D002384:Catalysis; D006219:Halogens; D013141:Spiro Compounds / Q000138:chemical synthesis*; D013256:Steroids / Q000138:chemical synthesis* / Q000737:chemistry
chemical_list: D000143:Acids; D006219:Halogens; D013141:Spiro Compounds; D013256:Steroids