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Synthesis 2022; 54(01): 49-66
DOI: 10.1055/a-1605-9572
DOI: 10.1055/a-1605-9572
short review
Transition-Metal-Catalyzed Stereo- and Regioselective Hydrosilylation of Unsymmetrical Alkynes
National Natural Science Foundation of China (21625204, 21971119, 22001129), the Ministry of Education of the People’s Republic of China, “111” project (B06005), National Program for Support of Top-notch Young Professionals, Special Project for Research and Development in Key Areas of Guangdong Province (2020B010188001), China Postdoctoral Science Foundation (2019M660972), and Frontiers Science Center for New Organic Matter of Nankai University (63181206).
Dedicated to the 100th Anniversary of Chemistry at Nankai University.
Abstract
Alkyne hydrosilylation is one of the most efficient methods for the synthesis of alkenyl silicon derivatives and has been a hot topic of research for decades. This short review summarizes the progress in transition-metal-catalyzed stereo- and regioselective hydrosilylation of unsymmetrical alkynes. Topics are discussed based on different types of alkynes and the selectivities.
1 Introduction
2 Terminal Alkyne Hydrosilylation
2.1 β-E Selectivity
2.2 β-Z Selectivity
2.3 α-selectivity
3 Internal Alkyne Hydrosilylation
3.1 Aryl–Alkyl Acetylenes
3.2 Alkyl–Alkyl Acetylenes
3.3 Internal Alkynes with Polarized Substituents
4 Summary and Outlook
Publication History
Received: 07 July 2021
Accepted after revision: 23 August 2021
Accepted Manuscript online:
23 August 2021
Article published online:
14 October 2021
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