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

Sulfoxide-Directed Intramolecular [4+2] Cycloadditions between 2-Sulfinyl Butadienes and Unactivated Alkynes
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DOI:
10.1021/jo9024489
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发表时间:
2010-03-05
影响因子:
3.6
通讯作者:
Baile, Raquel
Baile, Raquel
中科院分区:
化学2区
文献类型:
--
作者:
Fernandez de la Pradilla, Roberto;Tortosa, Mariola;Baile, Raquel

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亚磺酰二烯通常在室温下进行热催化 IMDA 环加成,以良好的收率和高选择性生产环己-1,4-二烯。此外,该产品保留了合成上有用的乙烯基亚砜官能团。这项工作还研究了环加合物中双键的选择性操作。
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.