title: Towards the total synthesis of keramaphidin B.
abstract: The enantio- and diastereoselective Michael addition of a δ-valerolactone-derived pronucleophile to a substituted furanyl nitroolefin catalysed by a bifunctional cinchonine-derived thiourea has been used as the key stereocontrolling step in a new synthetic strategy to the heavily functionalised piperidine core of keramaphidin B.
authors.affiliation: Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, United Kingdom.
authors.forename: Pavol
authors.initials: P
authors.lastname: Jakubec
authors.affiliation: Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, United Kingdom.
authors.forename: Alistair J M
authors.initials: AJ
authors.lastname: Farley
authors.affiliation: Department of Chemistry, Chemistry Research Laboratory, University of Oxford, 12 Mansfield Road, Oxford, OX1 3TA, United Kingdom.
authors.forename: Darren J
authors.initials: DJ
authors.lastname: Dixon
keywords: bifunctional organocatalyst; enantioselective Michael addition; keramaphidin B; nitro-Mannich lactamisation cascade