819871-69-7Relevant academic research and scientific papers
Enantioselective Alkoxycyclization of 1,6-Enynes with Gold(I)-Cavitands: Total Synthesis of Mafaicheenamine C
Martín-Torres, Inmaculada,Ogalla, Gala,Yang, Jin-Ming,Rinaldi, Antonia,Echavarren, Antonio M.
supporting information, p. 9339 - 9344 (2021/03/18)
Chiral gold(I)-cavitand complexes have been developed for the enantioselective alkoxycyclization of 1,6-enynes. This enantioselective cyclization has been applied for the first total synthesis of carbazole alkaloid (+)-mafaicheenamine C and its enantiomer, establishing its configuration as R. The cavity effect was also evaluated in the cycloisomerization of dienynes. A combination of experiments and theoretical studies demonstrates that the cavity of the gold(I) complexes forces the enynes to adopt constrained conformations, which results in the high observed regio- and stereoselectivities.
Intermolecular gold-catalyzed diastereo- and enantioselective [2+2+3] cycloadditions of 1,6-enynes with nitrones
Gawade, Sagar Ashok,Bhunia, Sabyasachi,Liu, Rai-Shung
supporting information; experimental part, p. 7835 - 7838 (2012/09/22)
Going for gold: The title reaction has been developed and demonstrates a wide substrate scope with respect to the 1,6-enynes and nitrones (see scheme; DCE=1,2-dichloroethane, Tf=trifluoromethanesulfonyl). The results for the enantioselective versions are
