Diego Benitez - Academia.edu (original) (raw)
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Papers by Diego Benitez
Journal of the American Chemical Society, 2011
In this article the utility of phosphoramidite ligands in enantioselective Au I catalysis was exp... more In this article the utility of phosphoramidite ligands in enantioselective Au I catalysis was explored in the development of highly diastereo-and enantioselective Au I-catalyzed cycloadditions of allenenes. A Au I-catalyzed synthesis of 3,4-disubstituted pyrrolidines and γ-lactams is described. This reaction proceeds through the enantioselective Au I-catalyzed cyclization of allenenes to form a carbocationic intermediate that is trapped by an exogenous nucleophile, resulting in the highly diastereoselective construction of three contiguous stereogenic centers. A computational study (DFT) was also performed to gain some insight into the underlying mechanisms of these cycloadditions. The utility of this new methodology was demonstrated through the formal synthesis of (-)-isocynometrine.
Journal of the American Chemical Society, 2011
In this article the utility of phosphoramidite ligands in enantioselective Au I catalysis was exp... more In this article the utility of phosphoramidite ligands in enantioselective Au I catalysis was explored in the development of highly diastereo-and enantioselective Au I-catalyzed cycloadditions of allenenes. A Au I-catalyzed synthesis of 3,4-disubstituted pyrrolidines and γ-lactams is described. This reaction proceeds through the enantioselective Au I-catalyzed cyclization of allenenes to form a carbocationic intermediate that is trapped by an exogenous nucleophile, resulting in the highly diastereoselective construction of three contiguous stereogenic centers. A computational study (DFT) was also performed to gain some insight into the underlying mechanisms of these cycloadditions. The utility of this new methodology was demonstrated through the formal synthesis of (-)-isocynometrine.