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Oskari K. Karjalainen, Dr. Martin Nieger and Ari M. P. Koskinen Diastereoselective Intramolecular Allyl Transfer from Allyl Carbamate Accompanied by 5-endo-trig Ring Closure Angewandte Chemie International Edition 52

Version of Record online: 22 JAN 2013 | DOI: 10.1002/anie.201209443

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To All(oc) involved: A palladium-catalyzed formal 5-endo-trig heteroannulation of enones generated in situ from amino acid derived β-keto nitriles has been realized (see scheme; Alloc=allyl carbamate). The reaction proceeds with allyl-group transfer from the carbamate protecting group to generate two new contiguous stereocenters, including one quaternary center, with high selectivity.

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