Issue 14, 2022
From the journal:

Organic Chemistry Frontiers

Stereo-divergent synthesis of silyl-enyne via palladium-catalyzed coupling of alkynes and iodosilanes†

Kun-Long Song,a   Bin Wu,a   Wan-Er Gan,a   Yan Zeng,a   Yu-Jie Zhang,a   Jian Cao ORCID logo *a  and  Li-Wen Xu ORCID logo *ab  

* Corresponding authors

a College of Material, Chemistry and Chemical Engineering, Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Key Laboratory of Organosilicon Material Technology of Zhejiang Province, Hangzhou Normal University, Hangzhou, Zhejiang, P. R. China
E-mail: caojian@hznu.edu.cn

b State Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute and Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, P. R. China
E-mail: liwenxu@hznu.edu.cn

Abstract

We report a palladium-catalyzed coupling reaction of alkynes and silicon electrophiles, affording stereodefined silyl-enynes. Either E- or Z-enynes can be formed in high yields and in a highly stereoselective manner depending on the choice of ligands.

Graphical abstract: Stereo-divergent synthesis of silyl-enyne via palladium-catalyzed coupling of alkynes and iodosilanes

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Article information

DOI
https://doi.org/10.1039/D2QO00622G
Article type
Research Article
Submitted
17 Apr 2022
Accepted
24 May 2022
First published
27 May 2022

Org. Chem. Front., 2022,9, 3718-3722

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Stereo-divergent synthesis of silyl-enyne via palladium-catalyzed coupling of alkynes and iodosilanes

K. Song, B. Wu, W. Gan, Y. Zeng, Y. Zhang, J. Cao and L. Xu, Org. Chem. Front., 2022, 9, 3718 DOI: 10.1039/D2QO00622G

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