3-Aza-5-alkenols undergo selective 7- endo - trig cyclization when treated with a catalytic Pd(II) species, CuCl2and ArSnBu3giving 7-aryl-substituted oxazepanes. The intramolecular alkoxylation occurs with formation of a seven-membered ring only when associated with an arylating step. Otherwise, 6- exo-trig reactions, providing morpholine derivatives, were observed.
Selective 7- endo -Cyclization of 3-Aza-5-alkenols through Oxidative Pd(II)-Catalyzed Olefin Oxyarylation / S. Gazzola, E.M. Beccalli, T. Borelli, C. Castellano, D. Diamante, G. Broggini. - In: SYNLETT. - ISSN 0936-5214. - 29:4(2018 Mar), pp. st-2017-d0658-l.503-st-2017-d0658-l.508. [10.1055/s-0036-1590939]
Selective 7- endo -Cyclization of 3-Aza-5-alkenols through Oxidative Pd(II)-Catalyzed Olefin Oxyarylation
E.M. Beccalli;C. Castellano;
2018
Abstract
3-Aza-5-alkenols undergo selective 7- endo - trig cyclization when treated with a catalytic Pd(II) species, CuCl2and ArSnBu3giving 7-aryl-substituted oxazepanes. The intramolecular alkoxylation occurs with formation of a seven-membered ring only when associated with an arylating step. Otherwise, 6- exo-trig reactions, providing morpholine derivatives, were observed.
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SYNLETT 2018 C-O.pdf
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