NHC-Copper-Catalyzed Tandem Hydrocupration and Allylation of Alkenyl Boronates

Won Jun Jang, Jung Tae Han, Jaesook Yun

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11 Scopus citations


A tandem hydrocupration/allylation of alkenyl boronates efficiently proceeds with NHC-copper catalysts using hydrosilane and allyl phosphate as reagents. In the presence of IMes-Cu catalyst, the allylation of in situ generated Β-α-copper intermediates smoothly occurs to give homoallylic boronates in high yields, despite competitive side reaction pathways. Mono- and disubstituted alkenyl boronates were effective in the reaction with terminal allyl phosphates, but trisubstituted substrates showed limited reactivity.

Original languageEnglish
Pages (from-to)4753-4758
Number of pages6
JournalSynthesis (Germany)
Issue number21
StatePublished - 2 Nov 2017

Bibliographical note

Funding Information:
National Research Foundation of Korea grant (NRF-2016R1A2B4011719) funded by the Korean government (MEST).

Publisher Copyright:
© Georg Thieme Verlag Stuttgart New York.


  • allylic substitution
  • copper
  • homoallylic boronates
  • hydrocupration
  • N-heterocyclic carbenes
  • tandem reaction


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