Chiral sulfonimide as a brønsted acid organocatalyst for asymmetric Friedel-Crafts alkylation of indoles with imines

Ling Yan Chen, Hao He, Wing Hong CHAN, Albert W M LEE*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

68 Citations (Scopus)

Abstract

Binaphthyl-based chiral sulfonimide (CSI) is demonstrated for the first time to be an efficient, strong Brønsted acid in asymmetric organocatalysis. A series of CSIs were synthesized and screened in the asymmetric Friedel-Crafts alkylation of indoles with imines. Good to excellent yields and enantioselectivities have been achieved. It was proved that it was crucial to wash the CSI catalyst with HCl before use.

Original languageEnglish
Pages (from-to)7141-7147
Number of pages7
JournalJournal of Organic Chemistry
Volume76
Issue number17
DOIs
Publication statusPublished - 2 Sep 2011

Scopus Subject Areas

  • Organic Chemistry

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