Copper-Catalyzed Carbomagnesiation of 1-Halocyclopropenes

Tal Weissbrod, Alin Asraf, Ilan Marek

Research output: Contribution to journalArticlepeer-review

Abstract

We report a versatile copper-catalyzed carbomagnesiation reaction of poly- and fully substituted 1-halocyclopropenyl esters. By fine-tuning the regioselectivity of the addition, we were able to access configurationally stable fully substituted cyclopropyl carbenoid intermediates. These intermediates were subsequently trapped with electrophiles to furnish stereodefined poly- and fully substituted halocyclopropyl esters. The regioselectivity of the addition was found to be dependent on the nature of the sp2 substituents.

Original languageEnglish
JournalOrganic Letters
DOIs
StateAccepted/In press - 2024

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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