Enantioselective Copper-Catalyzed Remote C(sp<sup>3</sup>)–H Alkynylation of Linear Primary Sulfonamides
作者:Cheng-Yu Wang、Zi-Yang Qin、Yu-Ling Huang、Yi-Ming Hou、Ruo-Xing Jin、Chao Li、Xi-Sheng Wang
DOI:10.1021/acs.orglett.0c01325
日期:2020.5.15
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
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。