Toward a total synthesis of stigmatellin; Obtention of an advanced fragment from gallic acid

Tetrahedron Letters

Volumn 41, Issue 29, 2000, Pages 5501-5505

  Domon, L ^a   Uguen, D ^a  

^a CNRS   (France)

Author keywords

[No Author keywords available]

Indexed keywords

CHROMONE DERIVATIVE; GALLIC ACID; STIGMATELLIN;

ARTICLE; CHEMICAL REACTION; CHEMICAL STRUCTURE; ISOMERISM; OXIDATION; REACTION ANALYSIS; SYNTHESIS;

EID: 0034661888     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0040-4039(00)00812-1     Document Type: Article

References (8)

1. Adjé, N.; Domon, L.; Vogeleisen-Mutterer, F.; Uguen, D. Tetrahedron Lett. 2000, 41, 5495-5499.
2. Höfle, G.; Kunze, B.; Zorzin, C.; Reichenbach, H. Liebigs Ann. Chem. 1984, 1883-1904.
3. (a) Bradley, W.; Robinson, R.; Schwarzenbach, G. J. Chem. Soc. 1930, 793-817;
4. (b) Syper, L. Synthesis 1989, 167-172.
5. 4). Evaporation of the solvents gave an oil which was chromatographed on 60 silica gel (hexane/AcOEt) to afford the pure compound 6c as a colourless oil (337 mg, 81%). The corresponding acetate of 4b gave the chromone 2b in moderate yield (49%) in these conditions.
6. (a) Crimmins, M. T.; King, B. W. J. Am. Chem. Soc. 1998, 120, 9084-9085;
7. (b) Maryanoff, B. E.; Reitz, A. B. Chem. Reviews 1988, 84, 863-927.
8. 2. All new compounds have given satisfactory elemental (C, H) analyses. The results presented herein are taken in part from the thesis of L. Domon, Strasbourg (1999).