Publikation: Chromium(II)-catalyzed diastereoselective pinacol type cross coupling between alpha,beta-unsaturated carbonyl compounds and aliphatic aldehydes
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2002
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Jung, Marc
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Synlett. 2002(12), pp. 2015-2018. ISSN 0936-5214. eISSN 1437-2096. Available under: doi: 10.1055/s-2002-35572
Zusammenfassung
Using only 10 mol% of CrCl2 as catalyst, acroleins and α,β-unsaturated ketones were coupled with aliphatic aldehydes to obtain substituted 1,2-diols using manganese powder as reducing agent and TMS-Cl as scavenger. Diastereoselectivities depend on the substituents especially on R1 of the unsaturated carbonyl compound. Formation of the syn-diols is preferred with sterically demanding R1, the anti-diols are obtained with smaller substituents.
Zusammenfassung in einer weiteren Sprache
Fachgebiet (DDC)
540 Chemie
Schlagwörter
chromium, catalysis, cross-coupling, pinacols, C-C coupling
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JUNG, Marc, Ulrich GROTH, 2002. Chromium(II)-catalyzed diastereoselective pinacol type cross coupling between alpha,beta-unsaturated carbonyl compounds and aliphatic aldehydes. In: Synlett. 2002(12), pp. 2015-2018. ISSN 0936-5214. eISSN 1437-2096. Available under: doi: 10.1055/s-2002-35572BibTex
@article{Jung2002Chrom-9708,
year={2002},
doi={10.1055/s-2002-35572},
title={Chromium(II)-catalyzed diastereoselective pinacol type cross coupling between alpha,beta-unsaturated carbonyl compounds and aliphatic aldehydes},
number={12},
issn={0936-5214},
journal={Synlett},
pages={2015--2018},
author={Jung, Marc and Groth, Ulrich}
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<dcterms:abstract xml:lang="eng">Using only 10 mol% of CrCl2 as catalyst, acroleins and α,β-unsaturated ketones were coupled with aliphatic aldehydes to obtain substituted 1,2-diols using manganese powder as reducing agent and TMS-Cl as scavenger. Diastereoselectivities depend on the substituents especially on R1 of the unsaturated carbonyl compound. Formation of the syn-diols is preferred with sterically demanding R1, the anti-diols are obtained with smaller substituents.</dcterms:abstract>
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