Rhodium-Catalyzed Enantioselective Isomerization of meso-Oxabenzonorbornadienes to 1,2-Naphthalene Oxides.

@article{Yen2017RhodiumCatalyzedEI,
  title={Rhodium-Catalyzed Enantioselective Isomerization of meso-Oxabenzonorbornadienes to 1,2-Naphthalene Oxides.},
  author={Andy Yen and Ken-Loon Choo and Shabnam K Yazdi and Patrick T Franke and Robert S. Webster and Ivan Franzoni and Charles C J Loh and Amalia Isabel Poblador-Bahamonde and Mark Lautens},
  journal={Angewandte Chemie},
  year={2017},
  volume={56 22},
  pages={6307-6311}
}
Herein we describe a rhodium-catalyzed enantioselective isomerization of meso-oxabicyclic alkenes to 1,2-naphthalene oxides. These potentially useful building blocks can be accessed in moderate to excellent yields with impressive enantioselectivities. Additionally, experimental findings supported by preliminary computations suggest that ring-opening reactions of bridgehead disubstituted oxabicyclic alkenes proceed through the intermediacy of these epoxides and may point to a kinetically and… CONTINUE READING