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Author Notes:

Correspondence: Albert Padwa; Tel.: +404-727-0283; Fax: 404-727-6629; Email: chemap@emory.edu


Research Funding:

We appreciate the financial support provided by the National Institutes of Health (GM 059384) and the National Science Foundation (Grant CHE-0450779).

An Approach Toward Oxidopyrylium Ylides Using Rh(II)-Catalyzed Cyclization Chemistry


Journal Title:

Tetrahedron Letters


Volume 48, Number 34


, Pages 5938-5941

Type of Work:

Article | Post-print: After Peer Review


The Rh(II)-catalyzed reaction of the E-isomer of 2-diazo-3,6-dioxo-6-phenyl-hex-enoic acid methyl ester was carried out in the presence of various carbonyl compounds and was found to give 1,3-dioxoles in moderate to good yield. In an attempt to prepare the starting -diazo substrate, an unexpected pseudo-dimerization reaction was encountered when 5-phenyl-furan-2,3-dione was heated in the presence of sodium methoxide.

Copyright information:

© 2007 Elsevier Ltd. All rights reserved.

This is an Open Access work distributed under the terms of the Creative Commons Attribution-NonCommerical-NoDerivs 3.0 Unported License (http://creativecommons.org/licenses/by-nc-nd/3.0/).

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