Directed Nickel-Catalyzed 1,2-Dialkylation of Alkenes

22 January 2018, Version 1
This content is a preprint and has not undergone peer review at the time of posting.

Abstract

A nickel-catalyzed conjunctive cross-coupling of non-conjugated alkenes, alkyl halides, and alkylzinc reagents is reported. Regioselectivity is controlled by chelation of a removable bidentate 8-aminoquinoline directing group. Under optimized conditions, a wide range of 1,2-dialkylated products can be accessed in moderate to excellent yields. To the best of our knowledge, this report represents the first example of three-component 1,2-dialkylation of non-conjugated alkenes to introduce differentiated alkyl fragments.

Keywords

Nickel Catalysis
Alkene functionalization
cross-coupling reactions
Directing Groups
Chemistry

Supplementary materials

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