A new route to spiro-ketals using the Horner-Wittig reaction of 2-diphenylphosphinoxy cyclic ethers

✍ Scribed by Steven V. Ley; Barry Lygo

• Publisher: Elsevier Science
• Year: 1984
• Tongue: French
• Weight: 175 KB
• Volume: 25
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)91163-3

✦ Synopsis

Sumary: Two insect pheromones along with other Spiro-ketals have been synthesised by a new route which involves Horner-Wittig coupling of Zdiphenylphosphinoxy cyclic ethers with aldehydes and lactols followed by acid catalysed cyclisation. Owing to the increased interest in the formation of Spiro-ketals,' we report here a new method which is potentially very general and applicable to a wide range of compounds. The method relies upon the Horner-Wittig coupling of cyclic ethers with either aldehydes or lactols, followed by acid catalysed Spiro-ketal formation (Scheme).