Lewis acid reversal of the torquoselectivity of the electrocyclic ring opening of 3-acetylcyclobutene

✍ Scribed by Satomi Niwayama; K.N. Houk

• Book ID: 104224834
• Publisher: Elsevier Science
• Year: 1993
• Tongue: French
• Weight: 284 KB
• Volume: 34
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)91766-0

✦ Synopsis

Thermolysis of 3-acetylcyclobutene resulted in a mixture of E-and Zdienes, favoring slightly the Ediene, in accord with theoretical prediction. This preference was reversed by the Lewis acid, ZnI2, also predicted by ab initio