Combined carbometalation-zinc homologation-allylation reactions as a new approach for alkoxyallylation of aldehydes |
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Authors: | Mejuch Tom Botoshansky Mark Marek Ilan |
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Institution: | 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. |
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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. |
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