A new 4-substituted-2-Cyclohexenone synthesis

✍ Scribed by Kevin I. Booker-Milburn; David F. Thompson

• Publisher: Elsevier Science
• Year: 1993
• Tongue: French
• Weight: 199 KB
• Volume: 34
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)79311-7

✦ Synopsis

Conjugate addition of a variety of Grignard reagents to 2-cyclopentenone followed by cyclopropanation of the resulting enol ethers gave a range of substituted cyclopropyl silyl ethers in good yield. Treatment of these cyclopropyl silyl ethers with ferric chloride in DMF gave the one carbon ring expanded &chloro ketones which were eliminated to the correspondiig 4-substituted-2-cyclohexenones.