Acylative desymmetrization of glycerol derivatives by chiral dmap derivatives

Hiroki Mandai, Kosuke Ashihara, Koichi Mitsudo, Seiji Suga

Research output: Contribution to journalArticlepeer-review

Abstract

An efficient enantioselective acylative desymmetrization of glycerol was developed by using a chiral DMAP derivatives 1e having a 1,1-binaphthyl unit. The reactions required only 0.1 mol% of the catalyst and showed moderate to good enantioselectivity (up to 94:6 er). Control experiments revealed that the first acylation of a glycerol derivative proceeded selectively rather than the second acylation to give diacylate.

Original languageEnglish
Pages (from-to)1083-1090
Number of pages8
JournalHeterocycles
Volume102
Issue number6
DOIs
Publication statusPublished - 2021

ASJC Scopus subject areas

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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