Diels-Alder approach towards the stereocontrolled construction of a taxol® C ring fragment

✍ Scribed by J.S. Yadav; Pradip K. Sasmal

• Publisher: Elsevier Science
• Year: 1999
• Tongue: French
• Weight: 621 KB
• Volume: 55
• Category: Article
• ISSN: 0040-4020
• DOI: 10.1016/s0040-4020(99)00165-9

✦ Synopsis

An elegant stereocontrolled synthesis of a highly functionalized C ring fragment of taxol ® is d~-ribed. The route utilises a new Diels-Alder reaction followed by regioselective opening ofanhyth'ide, reductive dechlorination, Baeyer-Villiger oxidation of norbornenone system and stereodirected hydroboration using thexylborane as the key steps.