The reaction of selenoaldehydes with 2-methoxyfuran using their generation by retro Diels–Alder reaction

✍ Scribed by Aojia Zhou; Masahito Segi; Tadashi Nakajima

• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 104 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)02830-7

✦ Synopsis

Selenoaldehydes, regenerated by thermal retro Diels-Alder reaction of anthracene cycloadducts under neutral conditions, reacted with 2-methoxyfuran to give methyl penta-2,4-dienoates along with the deposition of elemental selenium. In a similar reaction with 2-methoxyfuran using thioaldehyde, thiirane compound was isolated. This suggests the formation of selenirane intermediates in the above reaction.