Enantioselective Copper-Catalyzed Remote C(sp3)-H Alkynylation of Linear Primary Sulfonamides.,Organic Letters

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Enantioselective Copper-Catalyzed Remote C(sp3)-H Alkynylation of Linear Primary Sulfonamides.
Organic Letters ( IF 4.9 ) Pub Date : 2020-05-05 , DOI: 10.1021/acs.orglett.0c01325
Cheng-Yu Wang ₁ , Zi-Yang Qin ₁ , Yu-Ling Huang ₁ , Yi-Ming Hou ₁ , Ruo-Xing Jin ₁ , Chao Li ₁ , Xi-Sheng Wang ₁

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The highly efficient copper-catalyzed enantioselective alkynylation of the remote C(sp3)-H bond on linear primary sulfonamides is presented here using a radical relay strategy. The chiral box-copper complex, which is used to recapture the in-situ-generated alkyl radical via a 1,5-HAT strategy, is the key to success, affording the chiral alkynes after a following reductive elimination. A general substrate scope, mild conditions, and excellent regio- and enantioselective control are demonstrated in this method.

中文翻译：

线性伯磺酰胺的对映选择性铜催化的远程C（sp3）-H烷基化。

此处使用自由基中继策略介绍了高效的铜催化线性伯磺酰胺上远程C（sp3）-H键的铜对映体选择性炔基化反应。手性盒铜配合物是成功的关键，该手性盒铜配合物可通过1，5-HAT策略重新捕获原位生成的烷基，在还原反应消除后得到手性炔烃。该方法证明了一般的底物范围，温和的条件以及出色的区域和对映选择性控制。

更新日期：2020-05-05

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