Competition between carbomethoxy and carboxyl in electrocyclic opening of a 3,3-disubstituted cyclobutene

✍ Scribed by Satomi Niwayama; K.N. Houk; Takenori Kusumi

• Book ID: 104215596
• Publisher: Elsevier Science
• Year: 1994
• Tongue: French
• Weight: 332 KB
• Volume: 35
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)75829-1

✦ Synopsis

Thermolysis of 3-carbomethoxycyclobutene-3-carboxylic acid afforded two dienes in equal amounts, which is consistent with our prediction. The structures of the dienes were determined by 3JCH long range coupling constants between the carbonyls and p-oiefinic protons by long range selective proton decoupling.