Organic Letters
Organic Letters
5 years ago

Synthesis of Functionalized Alkenes by a Transition-Metal-Free Zweifel Coupling

Synthesis of Functionalized Alkenes by a Transition-Metal-Free Zweifel Coupling
Roly J. Armstrong, Varinder K. Aggarwal, Worawat Niwetmarin
The Zweifel reaction is a powerful method for the synthesis of alkenes, serving as a transition-metal-free alternative to the Suzuki–Miyaura reaction. To date, the scope of the Zweifel coupling has been rather narrow and has focused mainly on the coupling of vinyllithium reagents to synthesize simple aryl- and alkyl-substituted olefins. Herein, the development of a general transition-metal-free coupling process enabling the coupling of Grignard reagents or organolithiums is described. This method enables the enantiospecific synthesis of a wide variety of functionalized acyclic and cyclic olefin products.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01124

DOI: 10.1021/acs.orglett.7b01124

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