Iron-Catalyzed C(sp)-C(sp) Coupling to Construct Quaternary Carbon Centers.

J Am Chem Soc

Frontiers Science Center of New Organic Matters, State Key Laboratory and Institute of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China.

Published: February 2024

The construction of quaternary carbon centers via C-C coupling protocols remains challenging. The coupling of tertiary C(sp) with secondary or tertiary C(sp) counterparts has been hindered by pronounced steric clashes and many side reactions. Herein, we have successfully developed a type of bisphosphine ligand iron complex-catalyzed coupling reactions of tertiary alkyl halides with secondary alkyl zinc reagents and efficiently realized the coupling reaction between tertiary C(sp) and secondary C(sp) with high selectivity for the initial instance, which provided an efficient method for the construction of quaternary carbon centers with high steric hindrance. The combination of an iron catalyst and directing group of the substrate makes the great challenging transformation possible.

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Source
http://dx.doi.org/10.1021/jacs.3c14032DOI Listing

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