Ring-Opening/Recyclization Cascades of Monoactivated Cyclopropanes.

Org Lett

Organic Synthesis and Catalysis Lab, Department of Chemical Sciences, Indian Institute of Science Education and Research (IISER) Mohali, Sector 81, Manauli PO, S A S Nagar, Punjab 140306, India.

Published: May 2020

A variety of cyclopropyl aryl ketones undergo uncatalyzed cascade ring-opening/recyclization reactions to generate indenones and fluorenones. In addition, a new strategy to access 3-hydroxyindanones possessing two contiguous stereogenic centers, one of them being an all-carbon quaternary center, was also established. During the course of the investigation, pronounced solvent, temperature, and substituent effects on the product distribution were discovered.

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http://dx.doi.org/10.1021/acs.orglett.0c01056DOI Listing

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