A carbocationic route to 3-substituted 1,4-cycloheptadienes

Mayr, Herbert and Hellman, Werner and Lammers, Roswitha (1986): A carbocationic route to 3-substituted 1,4-cycloheptadienes. In: Tetrahedron, Vol. 42, No. 24: pp. 6663-6668

Abstract

The Lewis acid catalysed reaction of 5-chloro-1, 3-cycloheptadiene 4 with silyl enol ethers yields -cycloheptadienyl substituted carbonyl compounds in high yield. Since 4 is easily prepared from cycloheptatriene, and the cycloheptadienyl cation 3 is preferably attacked at 3-position, this reaction opens an efficient access to 3-substituted 1,4-cycloheptadienes.

• Item Type: Article
• Collections: Chemistry and Pharmacy
• Subjects: 500 Science > 540 Chemistry