6711-69-9Relevant articles and documents
Total synthesis of (+)-condylocarpine, (+)-isocondylocarpine, and (+)-tubotaiwine
Martin, Connor L.,Nakamura, Seiichi,Otte, Ralf,Overman, Larry E.
supporting information; experimental part, p. 138 - 141 (2011/03/19)
The first enantioselective total syntheses of indole alkaloids of the condylocarpine type are reported. (+)-Condylocarpine, (+)-isocondylocarpine, and (+)-tubotaiwine were prepared in high enantiomeric purity (er > 99:1) from (1S,5R)-hexahydro-1,5-methano-1H-azocino[4,3-b]indole-12-one 7b by way of five or six isolated intermediates.
Total Synthesis of the Strychnos Alkaloid Tubotaiwine
Gracia, Jordi,Bonjoch, Josep,Casamitjana, Nuria,Amat, Mercedes,Bosch, Joan
, p. 614 - 615 (2007/10/02)
The total synthesis of racemic tubotaiwine 8 has been achieved from the tetracyclic intermediate 1, the key steps being the construction of the C(7)-quaternary centre by cyclization of a thionium ion upon the indole 3-position and the introduction of the C(16)-methoxycarbonyl substituent by photochemical rearrangement of the N-methoxycarbonylenamine 7.