title: Combined carbometalation-zinc homologation-allylation reactions as a new approach for alkoxyallylation of aldehydes.
abstract: The combined carbometalation reaction of ynol ethers followed by a zinc homologation and further allylation reactions lead to an efficient preparation of allylic vicinal diols. The stereochemical outcome of the reaction shows that the substituent of the aldehyde occupies a pseudoaxial position in a Zimmerman-Traxler transition state.
authors.affiliation: The Mallat Family Laboratory of Organic Chemistry, Schulich Faculty of Chemistry and the Lise Meitner-Minerva Center for Computational Quantum Chemistry, Technion-Israel Institute of Technology, Technion City, Haifa 32000, Israel.
authors.forename: Tom
authors.initials: T
authors.lastname: Mejuch
authors.forename: Mark
authors.initials: M
authors.lastname: Botoshansky
authors.forename: Ilan
authors.initials: I
authors.lastname: Marek
mesh_terms: D000447:Aldehydes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D004987:Ethers / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry*
chemical_list: D000447:Aldehydes; D004987:Ethers; D015032:Zinc