Synthesis of (-)-herbertenediol and (aR, aS)-mastigophorenes A via asymmetric intramolecular heck coupling reaction

✍ Scribed by Ai-Min Zhang; Guo-Qiang Lin

• Publisher: John Wiley and Sons
• Year: 2010
• Tongue: English
• Weight: 575 KB
• Volume: 19
• Category: Article
• ISSN: 0256-7660
• DOI: 10.1002/cjoc.20010191214

✦ Synopsis

Abstract

Total enantioselective synthesis of the natural (‐)‐Herbertenediol (1) was accomplished in eleven steps with an overall yield of 15% starting from the 2‐methoxy‐4‐methyl‐phenol. The total synthesis features asymmetric intramolecular Heck reaction and Wolff‐Kishner‐Huang reduction. (a__R__, a__S__)‐Mastigophorenes A was also synthesized through the oxidative coupling reaction.