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Entry to Heterocycles Based on Indium-Catalyzed Conia-Ene Reactions: Asymmetric Synthesis of (−)-Salinosporamide A


  • This work was partly supported by a Grant-in-Aid for Scientific Research of the Japan Society for the Promotion of Science (JSPS) and The Ministry of Education, Culture, Sports, Science, and Technology (MEXT).


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Conica can: The In(OTf)3-catalyzed cyclization of nitrogen- and oxygen-tethered acetylenic malonic esters gives five- to seven-membered heterocycles in moderate to excellent yields (see scheme; Tf=trifluoromethanesulfonyl). The asymmetric synthesis of (−)-salinosporamide A illustrates the synthetic utility of the method.

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