ChemInform Abstract: [3 + 2] Cycloaddition of Fischer Alkenyl Carbene Complexes to Enamines: An Efficient Asymmetric Approach to Cyclopentanoids.

  1. Barluenga, Jose 1
  2. Tomas, Miguel 1
  3. Ballesteros, Alfredo 1
  4. Santamaria, Javier 1
  5. Brillet, Cecile 1
  6. Garcia-Granda, Santiago 1
  7. Pinera-Nicolas, Alejandro 1
  8. Vazquez, Jesus T. 1
  1. 1 Universidad de Oviedo
    info

    Universidad de Oviedo

    Oviedo, España

    ROR https://ror.org/006gksa02

Journal:
ChemInform

ISSN: 0931-7597,  1522-2667

Year of publication: 2010

Volume: 30

Issue: 35

Pages: no-no

Type: Article

DOI: 10.1002/CHIN.199935086 GOOGLE SCHOLAR lock_openOpen access editor

More publications in: ChemInform

Abstract

High regio- and stereoselectivities are observed in cycloaddition reactions of Fisher carbene complexes to enamines which provide a new protocol for the synthesis of cyclopentane derivatives. The cycloaddition of enamine (X) with carbene complex (VIIc) bearing a bulky alkoxy group yields exclusively adduct (XI) while regioisomeric mixtures (ca. 2:1, not shown) are formed from other carbene complexes with this enamine.

Bibliographic References

  • Barluenga, (1999), J. Am. Chem. Soc., 121, pp. 4516, 10.1021/ja9825736