title: Regioselective Synthesis of 3-Hydroxy-4,5-alkyl-Substituted Pyridines Using 1,3-Enynes as Alkynes Surrogates.
abstract: The poor regioselectivity of the [4 + 2] cycloaddition of 3-azetidinones with internal alkynes bearing two alkyl substituents via nickel-catalyzed carbon-carbon activation is addressed using 1,3-enynes as substrates. The judicious choice of substitution on the enyne enables complementary access to each regioisomer of 3-hydroxy-4,5-alkyl-substituted pyridines, which are important building blocks in medicinal chemistry endeavors.
authors.affiliation: Department of Chemistry, University of Liverpool , Crown Street, Liverpool L69 7ZD, United Kingdom.
authors.forename: Manuel
authors.initials: M
authors.lastname: Barday
authors.affiliation: Department of Chemistry, University of Liverpool , Crown Street, Liverpool L69 7ZD, United Kingdom.
authors.forename: Kelvin Y T
authors.initials: KY
authors.lastname: Ho
authors.affiliation: Oncology Innovative Medicines Unit, AstraZeneca , Mereside, Alderley Park, Macclesfield, Cheshire SK10 4TG, United Kingdom.
authors.forename: Christopher T
authors.initials: CT
authors.lastname: Halsall
authors.affiliation: Department of Chemistry, University of Liverpool , Crown Street, Liverpool L69 7ZD, United Kingdom.
authors.forename: Christophe
authors.initials: C
authors.lastname: Aïssa