Diastereoselective addition of organocerium(III) reagents derived from 3-substituted propargyl bromides to aldehydes

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2006
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Kesenheimer, Christian
Neidhöfer, Jürgen
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Synlett. 2006, 2006(12), pp. 1859-1862. ISSN 0936-5214. eISSN 1437-2096. Available under: doi: 10.1055/s-2006-947349
Zusammenfassung

Various cerium allenyl reagents were generated by transmetallation of allenyl Grignard compounds with CeCl3 and sub­sequent conversion into homopropargylic alcohols by addition to various aliphatic and aromatic aldehydes. The α-acetylenic alcohols were obtained with regioselectivities and diastereoselectivities up to 98% de in favor of the threo-diastereomers.

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Fachgebiet (DDC)
540 Chemie
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lanthanides, organometallic reagents, addition reactions, diastereoselectivity, regioselectivity
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ISO 690GROTH, Ulrich, Christian KESENHEIMER, Jürgen NEIDHÖFER, 2006. Diastereoselective addition of organocerium(III) reagents derived from 3-substituted propargyl bromides to aldehydes. In: Synlett. 2006, 2006(12), pp. 1859-1862. ISSN 0936-5214. eISSN 1437-2096. Available under: doi: 10.1055/s-2006-947349
BibTex
@article{Groth2006Diast-9721,
  year={2006},
  doi={10.1055/s-2006-947349},
  title={Diastereoselective addition of organocerium(III) reagents derived from 3-substituted propargyl bromides to aldehydes},
  number={12},
  volume={2006},
  issn={0936-5214},
  journal={Synlett},
  pages={1859--1862},
  author={Groth, Ulrich and Kesenheimer, Christian and Neidhöfer, Jürgen}
}
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