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J Org Chem. 2015 Aug 21;80(16):8367-76. doi: 10.1021/acs.joc.5b01071. Epub 2015 Jul 31.

FeCl3-Catalyzed Intramolecular Michael Reaction of Styrenes for the Synthesis of Highly Substituted Indenes.

The Journal of organic chemistry

Dattatraya H Dethe, Ganesh M Murhade, Sourav Ghosh

Affiliations

  1. Department of Chemistry, Indian Institute of Technology Kanpur, Kanpur 208016, India.

PMID: 26182950 DOI: 10.1021/acs.joc.5b01071

Abstract

An intramolecular FeCl3-catalyzed Michael addition reaction of styrene, a poor nucleophile, onto α,β-unsaturated ketones was developed for the synthesis of highly substituted indene derivatives. The method was further applied to the total synthesis of the sesquiterpene natural products (±)-jungianol and 1-epi-jungianol.

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