An efficient 1,2,4-triazine-based route to the louisianin alkaloids

✍ Scribed by Nicola Catozzi; Pierre Wasnaire; Richard J.K. Taylor

• Book ID: 104095196
• Publisher: Elsevier Science
• Year: 2008
• Tongue: French
• Weight: 126 KB
• Volume: 49
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/j.tetlet.2008.03.026

✦ Synopsis

A new, short and efficient route to louisianins C and D is described in which the pyridine ring is constructed from a disubstituted 1,2,4-triazine by an inverse-electron-demand Diels-Alder/retro-Diels-Alder/aromatisation cascade sequence. This eight-step route produces louisianin C in 16% overall yield from the commercially available 5-chloropent-1-yne.