On the lewis acid catalyzed cyclocondensation of imines with a siloxydiene

✍ Scribed by James F. Kerwin Jr.; Samuel Danishefsky

• Book ID: 104221136
• Publisher: Elsevier Science
• Year: 1982
• Tongue: French
• Weight: 192 KB
• Volume: 23
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)87694-7

✦ Synopsis

A hetero Gels-Alder route to 5,6-dihydro-y-pyridones is described. Recently, we described the Lewis Acid catalyzed cyclocondensation of aldehydes with siloxydienes to give 5,6-dihydro-y-pyrones. It was of interest to attempt to extend this reaction to include the imino linkage. Certainly, there have been reports of intermolecular 2 + 4 cycloadditions to "C = N" dienophiles. 2 However, they have involved particularly activated glyoxyl imines (cf. ,l,).3 acyl imines (via presumed precursor z)4 or doubly activated imines (CF. 2).