Realizing an Aza Paternò-Büchi Reaction.

Angew Chem Int Ed Engl

Department of Chemistry and Biochemistry, North Dakota State University, Fargo, ND, 58108, USA.

Published: June 2017

Intramolecular atropselective aza Paternò-Büchi reaction involving atropisomeric enamide and imine functionalities under sensitized irradiation leads to azetidine products in good yield and selectivity (ee >96 %). A mechanistic model based on detailed photophysical and isomerization kinetic studies is provided that shed light into the reactivity of enamides leading to aza Paternò-Büchi reaction.

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Source
http://dx.doi.org/10.1002/anie.201702273DOI Listing

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