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Synthesis 2014; 46(12): 1583-1592
DOI: 10.1055/s-0033-1341152
DOI: 10.1055/s-0033-1341152
practical synthetic procedures
The Cobalt-Catalyzed Cross-Coupling Reaction of Alkyl Halides with Alkyl Grignard Reagents: A New Route to Constructing Quaternary Carbon Centers
Further Information
Publication History
Received: 10 February 2014
Accepted after revision: 20 March 2014
Publication Date:
14 May 2014 (online)
![](https://www.thieme-connect.de/media/synthesis/201412/lookinside/thumbnails/10.1055-s-0033-1341152-1.jpg)
Abstract
The cross-coupling of alkyl (pseudo)halides with alkyl Grignard reagents is catalyzed efficiently by a cobalt(II) chloride–lithium iodide–1,3-diene catalytic system, which provides a new synthetic tool for constructing sp3 carbon chains. This system is particularly useful for creating quaternary carbon centers via the use of tertiary alkyl Grignard reagents. Various functional groups including esters, amides and carbamates are well tolerated.
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For representative reviews, see:
For reviews on Co-catalyzed C–C bond forming reactions, see:
For Co-catalyzed C–C bond formation between sp3 carbon centers, see:
For examples with allylic and benzylic nucleophiles, see: