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Issue 20, 2018
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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

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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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Article information


Submitted
02 Aug 2018
Accepted
12 Sep 2018
First published
20 Sep 2018

New J. Chem., 2018,42, 16451-16455
Article type
Letter

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

T. K. Beng, M. Bauder, M. J. Rodriguez and A. Moreno, New J. Chem., 2018, 42, 16451
DOI: 10.1039/C8NJ03890B

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