Synthesis and epimerisation studies on carbohydrate derived bicyclic tetronate esters: The synthesis of furanofurans related to the cytotoxic metabolite goniofufurone

✍ Scribed by Cristiano Cagnolini; Marina Ferri; Peter R. Jones; Patrick J. Murphy; Barry Ayres; Brian Cox

• Book ID: 104207697
• Publisher: Elsevier Science
• Year: 1997
• Tongue: French
• Weight: 389 KB
• Volume: 53
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(97)00164-6

✦ Synopsis

The synthesis of the D-xylo-12, D-lyxo-13. D-ribo-14 and D-arabino-furanofurans 15 was accomplished from the readily available butyrolactones 4 and 5 via a non-classical Wittig cyclisation/hydrogenation sequence: these compounds are analogues of the c3~totoxic natural product guniofufurone.