A Synthetic Approach to Anhydroketopyranoses Having a 6,8-Dioxabicyclo[3.2.1]octane Structure from Ketopyranoses

Autor: Takashi Yamanoi, Kazuhide Matsumura, Yoshiki Oda, Sho Matsuda
Rok vydání: 2010
Předmět:
Zdroj: HETEROCYCLES. 82:531
ISSN: 0385-5414
DOI: 10.3987/com-10-s(e)24
Popis: We investigated a synthetic approach to the anhydroketopyranoses having a 6,8-dioxabicyclo[3.2.1]octane structure from D -glucopyranose derivatives. The paper describes the nucleophilic addition of the organometallic reagents RLi or RMgX to the glucono-1,5-lactone derivatives to produce the ketopyranose derivatives having a glucose backbone and their intramolecular cyclization into the desired structural anhydroketopyranoses.
Databáze: OpenAIRE