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Synlett 1990; 1990(8): 465-466
DOI: 10.1055/s-1990-21128
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Reduction and Isomerization of Oxiranes and α-Diazoketones by Various Early Transition Metallocenes

Rainer Schobert* , Udo Höhlein
  • *Institut für Organische Chemie der Universität Erlangen-Nürnberg, Henkestraße 42, D-8520 Erlangen, Federal Republic of Germany
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Publication Date:
08 March 2002 (online)

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The influence of both the central metal atom and ligands on the product distribution and the stereoselectivity of reduction and isomerization of oxiranes and α-diazoketones by early transition metallocenes is investigated. Generally oxiranes are reduced to the corresponding alkenes, however isomerization occurs with terpenes containing a terminal oxirane function to give aldehydes or allylic alcohols. The majority of the metallocenes reduce α-diazoketones to their parent ketones.

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