Intermolecular reductive heck reaction of unactivated aliphatic alkenes with organohalides

Kewang Zheng, Guanlin Xiao, Tao Guo, Yalan Ding, Chengdong Wang, Teck Peng Loh, Xiaojin Wu

Research output: Contribution to journalArticlepeer-review

38 Scopus citations

Abstract

A general intermolecular reductive Heck reaction of organohalides with both terminal and internal unactivated aliphatic alkenes has been first realized in high yield with complete anti-Markovnikov selectivity. The challenging vinyl bromides, aryl chlorides, and polysubstituted internal alkenes were first applied. More than 100 remote carbofunctionalized alkyl carboxylic acid derivatives were rapidly synthesized from easily accessible starting materials. The synthesis of drug molecules has further demonstrated the wide synthetic utility of this scalable strategy. Preliminary mechanistic studies are consistent with the proposed catalytic cycle.

Original languageEnglish
Pages (from-to)694-699
Number of pages6
JournalOrganic Letters
Volume22
Issue number2
DOIs
StatePublished - 17 Jan 2020

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