First synthesis of naturally occurring (±)-epi-conocarpan

✍ Scribed by Shi-Long Zheng; Wing-Yiu Yu; Ming-Xia Xu; Chi-Ming Che

• Book ID: 104252920
• Publisher: Elsevier Science
• Year: 2003
• Tongue: French
• Weight: 96 KB
• Volume: 44
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(02)02860-5

✦ Synopsis

±)-epi-Conocarpan 1 was synthesized via the key intermediate 5-bromo-cis-2-(4-methoxyphenyl)-3-methyl-2,3-dihydrobenzofuran 6 which was synthesized by a ruthenium(II) porphyrin-catalyzed intramolecular C-H insertion reaction using aryl tosylhydrazone salt 5 as the carbene source, starting from the commercially available 5-bromo-2-hydroxyacetophenone.