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

Authors
Aburel, PS Undheim, K
Citation
Ps. Aburel et K. Undheim, Rhodium(II)-carbenoid C-H insertion reactions in the synthesis of beta-oxospirane systems, J CHEM S P1, (12), 2000, pp. 1891-1896
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1
ISSN journal
14704358 → ACNP
Issue
12
Year of publication
2000
Pages
1891 - 1896
Database
ISI
SICI code
1470-4358(2000):12<1891:RCIRIT>2.0.ZU;2-N
Abstract
A simple one-pot procedure is described for the preparation of spiro[4.4]no nane-2,7-dione derivatives from open chain bis(alpha-diazoketones) by two c onsecutive intramolecular Rh(II)-catalyzed carbenoid insertion reactions. W ith 1-diazo-4-(3-oxocycloalkyl)butan-2-ones as substrates, the methodology provides 2,7-dioxospiranes with a cyclopentane ring spiroannulated onto a f ive-, six- or seven-membered cycloalkane.