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Scientific article
English

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

Published inAngewandte Chemie, vol. 56, no. 22, p. 6307-6311
Publication date2017
Abstract

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 thermodynamically favored reductive elimination as the origin for the observed enantioselectivities.

Citation (ISO format)
YEN, Andy et al. Rhodium-Catalyzed Enantioselective Isomerization of <i>meso</i>-Oxabenzonorbornadienes to 1,2-Naphthalene Oxides. In: Angewandte Chemie, 2017, vol. 56, n° 22, p. 6307–6311. doi: 10.1002/anie.201700632
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ISSN of the journal1433-7851
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Creation05/23/2017 1:51:00 PM
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