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Copper-catalyzed regioselective dehydrogenative alkoxylation of morpholinonyl alkenols: application to the synthesis of spirotricyclic dihydropyrans and of trans-fused bicyclic morpholines†
Timothy K. Beng,Megan Bauder,Morgan J. Rodriguez,Antonio Moreno
New Journal of Chemistry Pub Date : 09/20/2018 00:00:00 , DOI:10.1039/C8NJ03890B
Abstract

A base-free, regioselective and atom-economical approach to aryl-substituted as well as morpholine-fused dihydropyrans, by Cu-catalyzed intramolecular dehydrogenative alkoxylation of allylic morpholinols, is described. Spirotricyclic dihydropyrans are affordable after ring-closing metathesis.

Graphical abstract: Copper-catalyzed regioselective dehydrogenative alkoxylation of morpholinonyl alkenols: application to the synthesis of spirotricyclic dihydropyrans and of trans-fused bicyclic morpholines
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