Organocatalytic enantioselective Friedel-Crafts alkylation of 4,7-dihydroindoles with α,β-unsaturated aldehydes: An easy access to 2-substituted indoles

Liang Hong, Chunxia Liu, Wangsheng Sun, Lei Wang, Kwok Yin Wong, Rui Wang

Research output: Journal article publicationJournal articleAcademic researchpeer-review

79 Citations (Scopus)

Abstract

An enantioselective Friedel-Crafts alkylation of 4,7-dihydroindoles and α,β-unsaturated aldehydes has been developed. The process is promoted by diphenylprolinol ether to afford 2-substituted 4,7-dihydroindoles in high yields and enantioselectivities. After a subsequent oxidation of the products, the optically active 2-substituted indoles could be obtained smoothly in high yields without any loss of enantioselectivity.
Original languageEnglish
Pages (from-to)2177-2180
Number of pages4
JournalOrganic Letters
Volume11
Issue number10
DOIs
Publication statusPublished - 21 May 2009

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

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