Highly Selective Ring Expansion of Bicyclo[3.1.0]hexenes

Highly Selective Ring Expansion of Bicyclo[3.1.0]hexenes

A Ru-carbene-promoted ring expansion of bicyclo­[3.1.0]­hexenes with terminal alkynes is reported. The reaction delivers seven-membered carbocycles starting from readily available starting materials and was found to be highly regioselective. The resulting seven-membered ring products contain both co...

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Veröffentlicht in:Organic letters 2016-10, Vol.18 (20), p.5320-5323
Hauptverfasser: Gratia, Synthia, Mosesohn, Kathryn, Diver, Steven T
Format: Artikel
Sprache:eng
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Zusammenfassung:A Ru-carbene-promoted ring expansion of bicyclo­[3.1.0]­hexenes with terminal alkynes is reported. The reaction delivers seven-membered carbocycles starting from readily available starting materials and was found to be highly regioselective. The resulting seven-membered ring products contain both conjugated diene and cyclopropane substructures that could be selectively reacted in subsequent transformations.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b02641