title: Catalytic enantioselective β-alkylation of α,β-unsaturated aldehydes by combination of transition-metal- and aminocatalysis: total synthesis of bisabolane sesquiterpenes.
abstract: Branching out! The first co-catalytic enantioselective (up to 98:2 e.r.) β-alkylation of α,β-unsaturated aldehydes by combination of simple chiral amine and copper catalysts provides β-branched aldehydes in a one-pot protocol. The methodology was applied to the short total syntheses of bisabolane sesquiterpenes (S)-(+)-curcumene, (E)-(S)-(+)-3-dehydrocurcumene and (S)-(+)-tumerone.
authors: Department of Natural Sciences, Engineering and Mathematics, Mid Sweden University, Sundsvall, Sweden.
authors: Samson
authors: S
authors: Afewerki
authors: Palle
authors: P
authors: Breistein
authors: Kristian
authors: K
authors: Pirttilä
authors: Luca
authors: L
authors: Deiana
authors: Pawel
authors: P
authors: Dziedzic
authors: Ismail
authors: I
authors: Ibrahem
authors: Armando
authors: A
authors: Córdova
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000478:Alkylation; D002384:Catalysis; D015394:Molecular Structure; D012717:Sesquiterpenes / Q000138:chemical synthesis* / Q000737:chemistry*; D013237:Stereoisomerism; D028561:Transition Elements / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D012717:Sesquiterpenes; D028561:Transition Elements