Pinacol coupling reaction of beta-halo-alpha,beta-unsaturated aldehydes promoted by TiI4 |
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| Authors: | Shimizu Makoto Goto Hiroshi Hayakawa Ryuuichirou |
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| Affiliation: | Department of Chemistry for Materials, Mie University, Tsu, Mie 514-8507, Japan. mshimizu@chem.mie-u.ac.jp |
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| Abstract: | ![]()
The pinacol reaction of beta-halogenated alpha,beta-unsaturated aldehydes was promoted by titanium tetraiodide to give coupling products in good yields with high dl-selectivity. Subsequent reduction with H(2)/Pd-C gave saturated vic-diols in good yields. Heck coupling reaction enabled the displacement of halogens with vinyl groups without the loss of stereochemical integrities. [reaction: see text] |
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