A facile Diels–Alder route to dihydronaphthofuranones

✍ Scribed by Samuel Chackalamannil; Darı́o Doller; Martin Clasby; Yan Xia; Keith Eagen; Yan Lin; Hsing-An Tsai; Andrew T. McPhail

• Book ID: 104210345
• Publisher: Elsevier Science
• Year: 2000
• Tongue: French
• Weight: 203 KB
• Volume: 41
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(00)00585-2

✦ Synopsis

An efficient, multigram-scale synthesis of dihydronaphthofuranone 1 using a novel aryl intramolecular Diels-Alder reaction of propargyl trans-cinnamate 8 is described. Catalytic reduction of 1 gave the cis-fused tetrahydronaphthofuranone derivative 2.