Synthetic studies towards the 2-aminopyrimidine alkaloids variolins and meridianins from marine origin
โ Scribed by Pilar M Fresneda; Pedro Molina *; Santiago Delgado; Juan A Bleda
- Book ID
- 104210441
- Publisher
- Elsevier Science
- Year
- 2000
- Tongue
- French
- Weight
- 121 KB
- Volume
- 41
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
โฆ Synopsis
A nine-step synthesis of 9-amino-4-methoxypyrido[3 H ,2 H :4,5]pyrrolo[1,2-c]pyrimidine, a tricyclic ring system present in the marine alkaloids variolins is described. The natural marine products meridianins CยฑE have been synthesized for the ยฎrst time starting from N-protected 3-acylindoles.
๐ SIMILAR VOLUMES
Part of okadaic acid la vas synthesized stereoselectively in the fora of 4a (involving C-16 through C-38 uith 10 asymaetric carbons), by coupling the equivalents of 2 and 3 as the synthetic segments Il and C (Scheme 1). the forser being prepared via 12 and 6 froa a D-glucopyranose derivative (Scheae
A synthesis of the km-trinlfornzyl rrrandrw moiety (3 J irl the marw nretubol~te hnlichondromide (I) is described. The synthesis feamres judiriolrs application of the Evarrs chirul uldol protocol in combinutio~~ with the controlled ring opening ofrhiml a-epoxy alcohol precursor molerules to elaborat
Tin-lithium exchange of 13 with n-BuLi produced the 2-azapentadienyl anion 6 (R = CH3), which participated in a [rc4s+n2s] cycloaddition reaction with phenyl vinyl sulfide to afford the spirocyclic pyrrolidine 14, which as coverted to 2,13-diepilepadiformine (or 2-epi-11 -deoxycylindricine C) 17 by