title: O-substituted alkyl aldehydes for rhodium-catalyzed intermolecular alkyne hydroacylation: the utility of methylthiomethyl ethers.
abstract: Combining α-methylthiomethyl (MTM) ether substituted aldehydes and 1-alkynes in the presence of [Rh(dppe)]ClO(4) results in efficient intermolecular alkyne hydroacylation to deliver α-O-MTM-substituted enone products. The product MTM ethers can be converted to the free hydroxyl group either in situ, by the addition of water to the completed reaction, or in a separate operation, by the action of silver nitrate.
authors.affiliation: Department of Chemistry, University of Oxford, Oxford, UK.
authors.forename: Scott R
authors.initials: SR
authors.lastname: Parsons
authors.forename: Joel F
authors.initials: JF
authors.lastname: Hooper
authors.forename: Michael C
authors.initials: MC
authors.lastname: Willis
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D004987:Ethers / Q000737:chemistry*; D007659:Ketones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D012238:Rhodium / Q000737:chemistry*; D012835:Silver Nitrate / Q000737:chemistry; D014867:Water
chemical_list: D000447:Aldehydes; D000480:Alkynes; D004987:Ethers; D007659:Ketones; D014867:Water; D012835:Silver Nitrate; D012238:Rhodium