3-Mono-Substituted BINOL Phosphoric Acids as Effective Organocatalysts in Direct Enantioselective Friedel–Crafts-Type Alkylation of N-Unprotected α-Ketiminoester

Ryohei Yonesaki, Yuta Kondo, Walaa Akkad, Masanao Sawa, Kazuhiro Morisaki, Hiroyuki Morimoto, Takashi Ohshima

Research output: Contribution to journalArticlepeer-review

19 Citations (Scopus)

Abstract

Although BINOL-derived phosphoric acids are among the most widely used chiral Brønsted acid organocatalysts, their structures are mostly limited to 3,3′-disubstituted ones and simple 3-mono-substituted ones without any polar functionalities on the 3-substituent have not been used in highly enantioselective reactions. This work reports such 3-mono-substituted analogues as effective organocatalysts in direct highly enantioselective Friedel–Crafts-type alkylation of N-unprotected α-ketiminoester. The origin of the observed high enantioselectivity with the 3-mono-substituted catalyst is also discussed.

Original languageEnglish
Pages (from-to)15211-15214
Number of pages4
JournalChemistry - A European Journal
Volume24
Issue number57
DOIs
Publication statusPublished - Oct 12 2018

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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