4.7 Article

A facile Zr-mediated approach to (Z)-enynols and its application to regio- and stereoselective synthesis of fully substituted dihydrofurans

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JOURNAL OF ORGANIC CHEMISTRY
卷 70, 期 17, 页码 6999-7002

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AMER CHEMICAL SOC
DOI: 10.1021/jo050966z

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[GRAPHICS] Efficient synthetic approaches to stereodefined (Z)-enynols have been developed through zirconium-mediated cross-coupling reactions of three different components involving alkyne, ketone, and alkynyl bromide in a one-pot procedure. The subsequent electrophilic cyclization of a wide variety of (Z)-enynols affords fully substituted (Z)-5-(1-iodoylidene)2,5-dihydrofurans with high regio- and stereoselectivity under mild reaction conditions.

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