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Synfacts 2009(10): 1141-1141  
DOI: 10.1055/s-0029-1217883
Metal-Mediated Synthesis
© Georg Thieme Verlag Stuttgart ˙ New York

Sc(OTf)3-Catalyzed Carbon Insertion into Formyl C-H Bond of Aldehydes

Contributor(s): Paul Knochel, Andrei Gavryushin
A. J. Wommack, D. C. Moebius, A. L. Travis, J. S. Kingsbury*
Boston College, Chestnut Hill, USA
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Publikationsdatum:
22. September 2009 (online)

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Significance

This publication describes a mild catalytic procedure for the preparation of various arylbenzyl, arylalkyl and dialkyl ketones from aldehydes and diazoalkanes based on the catalytic carbon insertion into a C-H bond. This protocol works well for functionalized as well as for sterically hindered substrates. A concise approach to the natural product achyrofuran was developed using this new method.