Publikation:

Intramolecular Chromium(II)-Catalyzed Pinacol Cross Coupling of 2-Methylene-alpha,omega-dicarbonyls

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2004

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Synlett. 2004, 6(6), pp. 1054-1058. ISSN 0936-5214. eISSN 1437-2096. Available under: doi: 10.1055/s-2004-822895

Zusammenfassung

Using only 10% of CrCl2 as catalyst, manganese-powder as reducing agent and TMSCl as scavenger, 2-methylene-α,ω-di­aldehydes and -ketones can be coupled to form cyclic diols dia­stereoselectively. The diastereomeric excess strongly depends on the ring size and the substituents of the ω-carbonyl group. The greater the ring size the higher diastereoselectivities are observed. In all cases cis-diols are preferentially formed.

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Fachgebiet (DDC)
540 Chemie

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chromium, catalysis, cross-coupling, cyclizations, ­pinacols

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ISO 690GROTH, Ulrich, Marc JUNG, Till VOGEL, 2004. Intramolecular Chromium(II)-Catalyzed Pinacol Cross Coupling of 2-Methylene-alpha,omega-dicarbonyls. In: Synlett. 2004, 6(6), pp. 1054-1058. ISSN 0936-5214. eISSN 1437-2096. Available under: doi: 10.1055/s-2004-822895
BibTex
@article{Groth2004Intra-9931,
  year={2004},
  doi={10.1055/s-2004-822895},
  title={Intramolecular Chromium(II)-Catalyzed Pinacol Cross Coupling of 2-Methylene-alpha,omega-dicarbonyls},
  number={6},
  volume={6},
  issn={0936-5214},
  journal={Synlett},
  pages={1054--1058},
  author={Groth, Ulrich and Jung, Marc and Vogel, Till}
}
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