4.7 Article

Sulfoxide-Directed Intramolecular [4+2] Cycloadditions between 2-Sulfinyl Butadienes and Unactivated Alkynes

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JOURNAL OF ORGANIC CHEMISTRY
卷 75, 期 5, 页码 1517-1533

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AMER CHEMICAL SOC
DOI: 10.1021/jo9024489

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  1. DGI [CTQ2006-04522/BQU]
  2. CM [S-SAL-0249-2006]

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Sulfinyl dienynes undergo thermal and catalyzed IMDA cycloadditions, often at room temperature, to produce cyclohexa-1,4-dienes with good yields and high selectivities. Additionally, the products preserve a synthetically useful vinyl sulfoxide functionality. The selective manipulation of the double bonds in the cycloadducts has also been examined in this work.

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