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Ring-Closing of 1,7-and 1,8-Enynes of Propargylic O,O-Acetals by Ruthenium-Catalysed Intramolecular Metathesis

  作者 LANFRANCHI DON ANTOINE; BOUR CHRISTOPHE; BOFF BASTIEN; HANQUET GILLES  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2010年-27;  页码  5232-5247  
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[摘要]Acyclic 1,7- and 1,8-enynes with the alkyne moiety directly connected to the asymmetric carbon of an ethyl acetal have been obtained in two steps from the corresponding aldehydes. Ring-closing metathesis of these enynes delivered the corresponding six- and seven-membered cyclic 1,3-dienes in moderate-to-excellent yields. A competitive ethylene insertion into the alkyne moiety leading to trienes was observed for some substrates depending on their structure and relative configuration.

 
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