Tandem Brønsted Acid Promoted and Nazarov Carbocyclizations of Enyneacetals to Hydroazulenones
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ISSN: 1433-7851
E-ISSN: 1521-3773
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Abstract
A new and efficient metal-free entry to hydroazulenones is reported. Enyneacetals were easily converted into hydroazulene skeletons by tandem Brønsted-acidpromoted carbocyclizations followed by stereospecific Nazarov cyclizations. The versatility of this transformation also allowed assembly of interesting heteroaromatic tricyclic systems.
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NOTICE: This is the peer reviewed version of the following article:Escalante, L., González-Rodríguez, C., Varela, J. A., Saá, C. (2012). Tandem Brønsted Acid Promoted and Nazarov Carbocyclizations of Enyneacetals to Hydroazulenones. Angew. Chem. Int. Ed., 51, 49, 12316-12320. [doi: 10.1002/anie.201205823]. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for self-archiving.
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Escalante, L., González-Rodríguez, C., Varela, J. A., Saá, C. (2012). Tandem Brønsted Acid Promoted and Nazarov Carbocyclizations of Enyneacetals to Hydroazulenones. Angew. Chem. Int. Ed., 51, 49, 12316-12320
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https://doi.org/10.1002/anie.201205823Sponsors
We thank the MICINN [Projects CTQ2011-28258, Consolider Ingenio 2010 (CSD2007-00006)] and Xunta de Galicia (2007/XA084 and CN2011/054) for financial support. L. E. thanks Fundayacucho (Venezuela) and Xunta de Galicia for predoctoral grants and C. G.-R. thanks the MICINN for a Juan de la Cierva Contract (JCI-2011-09946)
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Copyright © 2012 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for self-archiving