Catalytic Enantioselective Vinylogous Allylic Alkylation of Coumarins

Satavisha Kayal, Santanu Mukherjee

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

An unprecedented, organocatalytic enantioselective vinylogous γ-allylic alkylation of 4-methylcoumarins has been developed. Using allylic carbonates as the allyl source, this reaction is catalyzed by Lewis basic dimeric Cinchona alkaloid (QD)2PHAL and proceeds exclusively in a γ- and branched-selective manner to produce densely functionalized coumarin derivatives generally in good yields with good to high enantioselectivities (up to 97:3 er).

Original languageEnglish
Pages (from-to)4944-4947
Number of pages4
JournalOrganic letters
Volume19
Issue number18
DOIs
Publication statusPublished - 2017 Sep 15
Externally publishedYes

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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