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Perkin Transactions 1

Perkin Transactions 1 ceased publication in 2002. Organic & Biomolecular Chemistry is the RSC's journal for high-quality, original organic chemistry research.




Paper

J. Chem. Soc., Perkin Trans. 1, 2000, 1891 - 1896, DOI: 10.1039/b001988g


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

Pompiliu S. Aburel and Kjell Undheim


A simple one-pot procedure is described for the preparation of spiro[4.4]nonane-2,7-dione derivatives from open chain bis(-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.