Intramolecular Diels-Alder reactions of cycloalkenones: translation of high endo selectivity to trans junctions.

J Am Chem Soc

Department of Chemistry, Columbia University, Havemeyer Hall, 3000 Broadway, New York, New York 10027, United States.

Published: September 2012

Intramolecular Diels-Alder reactions of cyclobutenone and larger cycloalkenones are described. High levels of endo addition attained from Lewis acid catalysis translate to trans hydrindene junctions upon fragmentation of the tricyclic adducts.

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Source
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC3464979PMC
http://dx.doi.org/10.1021/ja307708qDOI Listing

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