Synthesis of a conformationally restricted analogue of paclitaxel

✍ Scribed by Luciano Barboni; Catia Lambertucci; Roberto Ballini; Giovanni Appendino; Ezio Bombardelli

• Publisher: Elsevier Science
• Year: 1998
• Tongue: French
• Weight: 280 KB
• Volume: 39
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(98)01537-8

✦ Synopsis

A conformationally constrained analogue of the paclitaxel side-chain was synthesised in an enantioselective way from ethyl IH-indene-2-carboxylate. Coupling with 7-triethylsilylbaccatin III and deprotection afforded 2',2"-methylenepaclitaxel, a novel analogue of the natural product retaining anticancer activity.