Synthesis 2014; 46(12): 1648-1658
DOI: 10.1055/s-0033-1338615
paper
© Georg Thieme Verlag Stuttgart · New York

Imino Glycals via Ruthenium-Catalyzed RCM and Isomerization

Bernd Schmidt*
Universität Potsdam, Institut für Chemie (Organische Synthesechemie), Karl-Liebknecht-Straße 24-25, 14476 Potsdam-Golm, Germany   Fax: +49(331)9775059   Email: [email protected]
,
Sylvia Hauke
Universität Potsdam, Institut für Chemie (Organische Synthesechemie), Karl-Liebknecht-Straße 24-25, 14476 Potsdam-Golm, Germany   Fax: +49(331)9775059   Email: [email protected]
,
Nino Mühlenberg
Universität Potsdam, Institut für Chemie (Organische Synthesechemie), Karl-Liebknecht-Straße 24-25, 14476 Potsdam-Golm, Germany   Fax: +49(331)9775059   Email: [email protected]
› Author Affiliations
Further Information

Publication History

Received: 11 February 2014

Accepted after revision: 06 March 2014

Publication Date:
28 March 2014 (online)


Abstract

N-Allyl-N-homoallylamines were converted in one step into cyclic enamides via a ruthenium-catalyzed assisted tandem catalytic ring-closing metathesis–isomerization sequence. The sequence relies on the in situ transformation of a metathesis active Ru–carbene into an isomerization active Ru–hydride by addition of hydroxide as a chemical trigger.

Supporting Information

 
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