Issue 12, 2000

Rhodium(II)-carbenoid C–H insertion reactions in the synthesis of β-oxospirane systems

Abstract

A simple one-pot procedure is described for the preparation of spiro[4.4]nonane-2,7-dione derivatives from open chain bis(α-diazoketones) by two consecutive intramolecular Rh(II)-catalyzed carbenoid insertion reactions. With 1-diazo-4-(3-oxocycloalkyl)butan-2-ones as substrates, the methodology provides 2,7-dioxospiranes with a cyclopentane ring spiroannulated onto a five-, six- or seven-membered cycloalkane.

Article information

Article type
Paper
Submitted
13 Mar 2000
Accepted
10 Apr 2000
First published
25 May 2000

J. Chem. Soc., Perkin Trans. 1, 2000, 1891-1896

Rhodium(II)-carbenoid C–H insertion reactions in the synthesis of β-oxospirane systems

P. S. Aburel and K. Undheim, J. Chem. Soc., Perkin Trans. 1, 2000, 1891 DOI: 10.1039/B001988G

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