An unprecedented dearomatized spirocyclopropane intermediate was discovered in a sequential Cp*Rh -catalyzed C-H activation and Wagner-Meerwein-type rearrangement reaction. How the oxidative O-N bond is cleaved and the role of HOAc were uncovered in this study. Furthermore, a Cp*Rh -catalyzed dearomatization reaction of N-(naphthalen-1-yloxy)acetamide with strained olefins was developed, affording a variety of spirocyclopropanes.

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http://dx.doi.org/10.1002/anie.201800803DOI Listing

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