109305-79-5Relevant articles and documents
Transformations of the 2,7- Seco Aspidosperma alkaloid leuconolam, structure revision of epi -leuconolam, and partial syntheses of leuconoxine and leuconodines A and F
Low, Yun-Yee,Hong, Fong-Jiao,Lim, Kuan-Hon,Thomas, Noel F.,Kam, Toh-Seok
, p. 327 - 338 (2014/03/21)
Several transformations of the seco Aspidosperma alkaloid leuconolam were carried out. The based-induced reaction resulted in cyclization to yield two epimers, the major product corresponding to the optical antipode of a (+)-meloscine derivative. The structures and relative configuration of the products were confirmed by X-ray diffraction analysis. Reaction of leuconolam and epi-leuconolam with various acids, molecular bromine, and hydrogen gave results that indicated that the structure of the alkaloid, previously assigned as epi-leuconolam, was incorrect. This was confirmed by an X-ray diffraction analysis, which revealed that epi-leuconolam is in fact 6,7-dehydroleuconoxine. Short partial syntheses of the diazaspiro indole alkaloid leuconoxine and the new leuconoxine-type alkaloids leuconodines A and F were carried out.