Chiral Leaving Group: Synthesis of Optically Active Benzimidazole and its Application to Asymmetric Acylation

Miyako Ogata, Tsuyoshi Yoshimura, Hiroyuki Fujii, Yoshio Ito, Tsutomu Katsuki

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Abstract

Optically active benzimidazole (1) prepared from (R)-(-)-mandelic acid was found to serve as an effective chiral leaving group. For example, N-propionyl derivative of 1 reacted with amide-enolate to give optically active β-oxo amide (up to 65% ee) and the released 1 was recovered intact for reuse.

Original languageEnglish
Pages (from-to)728-730
Number of pages3
JournalSynlett
Volume1993
Issue number10
DOIs
Publication statusPublished - Oct 1993

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All Science Journal Classification (ASJC) codes

  • Organic Chemistry

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