Preparation and optical resolution of a new helical lactone carrying the 2,8-dioxabicyclo[3.3.0]octane ring system

Makoto Yamaye, Yusuke Ikeda, Namiko Cho, Yoshinori Miura, Tetsutaro Yoshinaga, Katsuya Mukae, Toshiaki Tsuru

Research output: Contribution to journalArticle

3 Citations (Scopus)

Abstract

A new overcrowded lactone (3) carrying the 2,8-dioxabicyclo[3.3.0]octane ring system was prepared by a simple treatment of tetraol (1) (prepared from 2,7-dihydroxynaphthalene and glyoxal) with 3,5-xylenol, and readily resolved into its enantiomers having a specific rotation of >800Θ (absolute value). A preliminary experiment demonstrated that 3 would be a promising resolving agent.

Original languageEnglish
Pages (from-to)137-143
Number of pages7
JournalHeterocycles
Volume63
Issue number1
DOIs
Publication statusPublished - Jan 1 2004

All Science Journal Classification (ASJC) codes

  • Analytical Chemistry
  • Pharmacology
  • Organic Chemistry

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