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Synthesis 2014; 46(11): 1518-1524
DOI: 10.1055/s-0033-1340918
DOI: 10.1055/s-0033-1340918
paper
Synthesis of Cyclopropanated 7-Oxabenzonorbornadienes
Further Information
Publication History
Received: 08 January 2014
Accepted after revision: 12 February 2014
Publication Date:
17 March 2014 (online)
Abstract
Symmetrical and unsymmetrical 7-oxabenzonorbornadienes have been cyclopropanated using diazomethane gas under palladium catalysis. Good to excellent isolated yields (64–96%) of cyclopropanated oxabenzonorbornadienes were obtained, and excellent stereoselectivities were observed with exo-cyclopropanes as the only stereoisomeric products.
Key words
7-oxabenzonorbornadienes - cyclopropanation - diazo compounds - diastereoselectivity - palladium catalysisSupporting Information
- for this article is available online at http://www.thieme-connect.com/ejournals/toc/synthesis. Included are 1H, 13C, and 19F NMR spectra.
- Supporting Information
-
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