Elsevier

Tetrahedron Letters

Volume 47, Issue 15, 10 April 2006, Pages 2569-2572
Tetrahedron Letters

Rhodium catalyzed hydroformylation of 2-phenylsulfonylbicyclo[2.2.1] alkenes: effect of the phenylsulfonyl group

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Abstract

The preliminary results of the hydroformylation of 2-phenylsulfonyl substituted norbornene and norbornadiene derivatives catalyzed by the unmodified Rh(CO)2acac system are presented. The reaction, occurring under standard oxo conditions, gives polyfunctionalized exo norbornene- and exo norbornanecarboxaldehydes. The effect of the phenylsulfonyl group has been evaluated: it has been found that the steric properties of the sulfonyl substituent, more than the electronic ones, influence the regioselectivity of the process.

Graphical abstract

The preliminary results of the hydroformylation of some 2-phenylsulfonylbicyclo[2.2.1] derivatives catalyzed by the unmodified system Rh(CO)2acac are reported.

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Acknowledgements

This work has been supported by Università Ca’ Foscari di Venezia (ex 60% funds).

References and notes (8)

  • G. Fráter et al.

    Tetrahedron

    (1998)
    G. Buchbauer et al.

    Eur. J. Med. Chem.

    (2004)
  • K. Soulantica et al.

    J. Organomet. Chem.

    (1995)
    F. Azzaroni et al.

    J. Organomet. Chem.

    (1996)
    E.V. Gusevskaya et al.

    J. Mol. Cat. A: Chem.

    (2000)
    H.J.V. Barros et al.

    J. Organomet. Chem.

    (2003)
  • G. Parrinello et al.

    J. Am. Chem. Soc.

    (1987)
    C. Botteghi et al.

    J. Organomet. Chem.

    (1993)
  • S.W. Zhang et al.

    Macromolecules

    (2000)
There are more references available in the full text version of this article.

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