Reduction and Isomerization of Oxiranes and α-Diazoketones by Various Early Transition Metallocenes

Rainer Schobert; Udo Höhlein

doi:10.1055/s-1990-21128

Synlett 1990; 1990(8): 465-466
DOI: 10.1055/s-1990-21128

letter

© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

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

Abstract

PDF Download All articles of this category

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.

PDF (122 kb)