Biomimetic synthesis of a leaf-opening factor, potassium isolespedezate, by direct formation of enol-glycoside

Takanori Sugimoto, Minoru Ueda

Research output: Contribution to journalArticlepeer-review

3 Citations (Scopus)

Abstract

Potassium isolespedezate (1) is a leaf-opening factor controlling the nyctinastic leaf-movement of leguminous plants. We carried out bioorganic studies on nyctinasty by using synthetic probes designed on the structure of 1 and its galactose analog (2). However, 1 was synthesized via an indirect route because of the difficulty of direct formation of the enol-glycosidic linkage. More efficiency is desired for the preparation of 1 and 2 which are necessary for the synthesis of probe compounds. In this paper, we report the biomimetic synthesis of 1 containing direct formation of an enol-glucosidic linkage. This efficient route makes it possible to prepare 1 and 2 in large quantity.

Original languageEnglish
Pages (from-to)976-977
Number of pages2
JournalChemistry Letters
Volume33
Issue number8
DOIs
Publication statusPublished - 2004 Aug 5

ASJC Scopus subject areas

  • Chemistry(all)

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