Bio-Inspired Domino oxa-Michael/Diels-Alder/oxa-Michael Dimerization of para-Quinols

Nicholas Green, Catherine Connolly, Koen Rietdijk, Gary Nichol, Fernanda Duarte Gonzalez, Andrew Lawrence

Research output: Contribution to journalArticlepeer-review

Abstract

A bio-inspired, pyrrolidine-mediated, dimerization of paraquinols has been developed. It represents one of the most complex, yet general, dimerization reactions ever disclosed; selectively forming 4 new bonds, 4 new rings and 8 new contiguous stereogenic centres. The para-quinol starting materials are easily handled, bench-stable compounds, accessed in just one step from aromatic
feedstocks. The reaction can be scaled-up to give grams of
polycyclic material, primed for further elaboration.
Original languageEnglish
Pages (from-to) 6198-6202
Number of pages5
JournalAngewandte Chemie International Edition
Volume57
Issue number21
Early online date10 Apr 2018
DOIs
Publication statusPublished - 22 May 2018

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