Site-selective ring opening of bicyclo[n.1.0]alkanols: An Fe(II)-catalyzed 1,6-conjugate addition to p-quinone methides

24 August 2023, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

Herein, we report an efficient synthetic strategy for an Fe(II)-catalyzed site-selective ring opening of bicyclo[n.1.0]alkanols and their concomitant 1,6-conjugate addition to p-quinone methides. The selectivity induced is tuned exclusively by the substrate, thereby forming carbocycles of distinct sizes. Diverse synthetic transformations further enhance the utility of the protocol.

Keywords

p-quinone methides
bicyclo[n.1.0]alkanols
Fe-catalysis
Site-selective ring opening
Conjugate addition

Supplementary materials

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