Copper-Catalyzed Asymmetric Silylation of Propargyl Dichlorides: Access to Enantioenriched Functionalized Allenylsilanes

Zheng-Li Liu; Chao Yang; Qi-Yan Xue; Meng Zhao; Cui-Cui Shan; Yun-He Xu; Teck-Peng Loh

doi:10.1002/anie.201908343

Copper-Catalyzed Asymmetric Silylation of Propargyl Dichlorides: Access to Enantioenriched Functionalized Allenylsilanes

Angew Chem Int Ed Engl. 2019 Nov 11;58(46):16538-16542. doi: 10.1002/anie.201908343. Epub 2019 Oct 4.

Authors

Zheng-Li Liu¹, Chao Yang¹, Qi-Yan Xue¹, Meng Zhao¹, Cui-Cui Shan¹, Yun-He Xu¹, Teck-Peng Loh^{1

2}

Affiliations

¹ Department of Chemistry, University of Science and Technology of China, Hefei, Anhui, 230026, China.
² Division of Chemistry and Biological Chemistry, School of Physical and Mathematical Sciences, Nanyang Technological University, 637616, Singapore, Singapore.

Abstract

A copper-catalyzed silylation of propargyl dichlorides was developed to access chloro-substituted allenylsilanes under mild reaction conditions. Moreover, enantioenriched chloro-substituted allenylsilanes can be synthesized in moderate to high yields and good enantioselectivities with this protocol.

Keywords: allenes; copper; enantioselectivity; silanes; synthetic methods.

Abstract

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