Challenges in the Substitution of Terminal C–C Double Bonds with Tertiary Alkyl groups

Abstract

There are a few reports on the reaction of tertiary alkyl halide and alkene to produce an alkyl-substituted alkene. To establish tertiary alkylation of a C–C double bond, radical reaction is found to be one of the most promising protocols. In this paper, we highlight tertiary alkyl substitutions on C–C double bonds via atom-transfer radical substitution (ATRS) catalyzed by a copper salt and introduce the corresponding M–H reactions.

1 Alkylation via the Mizoroki–Heck Reaction

2 Tertiary Alkylative M–H-Type Reaction

3 Regioselective Double-Bond Formation

4 Summary and Perspectives

Key words

copper - radical - tertiary alkylation - Heck - alkene

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