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Highly diastereoselective synthesis of aza-diels-alder reaction of danishefsky ...
Goth, Albertino João Brito; Alves, M. José; Rodríguez-Borges, José E.Aza-Diels-Alder reaction is an exceptionally powerful synthetic method for the construction of six-membered nitrogen-heterocycles.[1-3] The reaction of Danishefsky's diene 1 with iminoacetates 2 (imines of glyoxylates) provides a convenient protocol for the synthesis of pipiridone adducts 3 (Scheme 1). In this context, we have performed the synthesis of various cycloadducts, precursors of a wide variety of chir...
Highly diastereoselective synthesis of 2-azabicyclo[2.2.1]hept-5-ene derivative...
García-Mera, Xerardo; Rodríguez-Borges, José E.; Vale, M. Luísa C.; Alves, M. JoséThe cycloaddition between protonated glyoxylate imines possessing two chiral auxiliaries, N-(S)- or N-(R)-1-phenylethyl and (-)-8-phenylmenthyl or (+)-8- phenylneomenthyl, and cyclopentadiene is described. The absolute configuration of all adducts formed was unequivocally assigned through NMR, specific optical rotation and X-ray data of appropriated derivatives. Experimental results confirm the highly exoselect...
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