title: Application of the lithiation-borylation reaction to the rapid and enantioselective synthesis of the bisabolane family of sesquiterpenes.
abstract: The expedient enantioselective synthesis of 5 bisabolane sesquiterpenes has been achieved using a common, one-pot lithiation-borylation reaction of secondary benzylic carbamates and either protodeboronation or oxidation to give the natural products in fewer than 5 steps, with high yield and >94 : 6 er.
authors.affiliation: School of Chemistry, University of Bristol, Bristol BS8 1TS, UK. V.Aggarwal@Bristol.ac.uk
authors.forename: Varinder K
authors.initials: VK
authors.lastname: Aggarwal
authors.forename: Liam T
authors.initials: LT
authors.lastname: Ball
authors.forename: Simon
authors.initials: S
authors.lastname: Carobene
authors.forename: Rickki L
authors.initials: RL
authors.lastname: Connelly
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Hesse
authors.forename: Benjamin M
authors.initials: BM
authors.lastname: Partridge
authors.forename: Philippe
authors.initials: P
authors.lastname: Roth
authors.forename: Stephen P
authors.initials: SP
authors.lastname: Thomas
authors.forename: Matthew P
authors.initials: MP
authors.lastname: Webster
mesh_terms: D001895:Boron / Q000737:chemistry*; D060326:Chemistry Techniques, Synthetic; D007700:Kinetics; D008094:Lithium / Q000737:chemistry*; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D013379:Substrate Specificity
chemical_list: D012717:Sesquiterpenes; D008094:Lithium; D001895:Boron