6711-69-9Relevant academic research and scientific papers
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 Uleine-Type and Strychnos Alkaloids through a Common Intermediate
Gracia, Jordi,Casamitjana, Nuria,Bonjoch, Josep,Bosch, Joan
, p. 3939 - 3951 (2007/10/02)
A stereoselective total synthesis of the alkaloids of the uleine group, dasycarpidone, dasycarpidol, and nordasycarpidone, has been accomplished from the tetracyclic intermediate 1, which has been prepared by two alternative routes, either by Fischer indo
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.
Total Syntheses of Tubotaiwine and 19,20-Dihydro-20-epi-akuammicine
Kuehne, Martin E.,Frasier, Deborah A.,Spitzer, Timothy D.
, p. 2696 - 2700 (2007/10/02)
Starting from the indoloazepine 9, the title products 2 and 7 were synthesized in seven steps in 27 and 22percent overall yield, respectively.
