A novel total synthesis of isocryptolepine based on a microwave-assisted tandem Curtius rearrangement and aza-electrocyclic reaction

作者:Hayashi Kaori; Choshi Tominari*; Chikaraishi Kyoko; Oda Aimi; Yoshinaga Rikako; Hatae Noriyuki; Ishikura Minoru; Hibino Satoshi
来源:Tetrahedron, 2012, 68(22): 4274-4279.
DOI:10.1016/j.tet.2012.03.055

摘要

A new entry to the total synthesis of isocryptolepine (cryptosanguinolentine), isolated from Cryptolepis sanguinolenta, was achieved by constructing a tetracyclic ring system through a microwave-assisted tandem Curtius rearrangement and electrocyclic reaction of an aza 6 pi-electron system. The tetracyclic lactam was converted to isocryptolepine in a four-step sequence.

  • 出版日期2012-6-3