Synthesis of 5-acetoxymethyl- and 5-hydroxymethyl-2-vinylfuran

Molecules

Volumn 12, Issue 3, 2007, Pages 634-640

  Mehner, Alexander ^a   Montero, Ana L ^b   Martinez, Ricardo ^b   Spange, Stefan ^a  

^a CHEMNITZ UNIVERSITY OF TECHNOLOGY   (Germany)

^b UNIVERSITY OF HAVANA   (Cuba)

Author keywords

5 acetylfurfuryl alcohol; 5 hydroxymethyl 2 vinylfuran; Vilsmeier Haack reaction; Wittig reaction

Indexed keywords

5 ACETOXYMETHYL 2 VINYLFURAN; 5 HYDROXYMETHYL 2 VINYLFURAN; 5-ACETOXYMETHYL-2-VINYLFURAN; 5-HYDROXYMETHYL-2-VINYLFURAN; FURAN DERIVATIVE; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ARTICLE; CHEMISTRY; SYNTHESIS;

FURANS; VINYL COMPOUNDS;

EID: 34147137010     PISSN: None     EISSN: 14203049     Source Type: Journal    
DOI: 10.3390/12030634     Document Type: Article

References (10)

1. Dzhemilev, U. M.; Gubaidullin, L. Y.; Tolstikov, B. A. Reaction of 2-vinylfuran with formaldehyde catalyzed by palladium complexes. Russ. Chem. Bull. 1976, 25, 683-684.
2. Moreau, C.; Mohamed Naceur Belgacem, M.N.; Gandini, A. Recent catalytic advances in the chemistry of substituted furans from carbohydrates and in the ensuing polymers. Top. Catal. 2004, 27, 11-30.
3. Farrar, M. W.; Levine, R. J. Condensations effected by boron fluoride complexes. III. The acylation of certain substituted thiophenes and furans. J. Am. Chem. Soc. 1950, 72, 3695-3698.
4. Itoh, T.; Hall, H. K., Jr. 7-Chloro-7-phenyl-8,8-dicyanoquinodimethane. A Novel Initiator for Cationic Polymerizations Macromolecules 1990, 23, 4879-4881.
5. Benfaremo, N.; Cava, M. P. Studies in anthracycline synthesis: simple Diels-Alder routes to pachybasin, ω-hydroxypachybasin, aloe-emodin, and fallacinol. J. Org. Chem. 1985, 50, 139-141.
6. Wilds, A. L. Reduction with aluminium alkoxides (The Meerwein-Ponndorf- Verley reduction). Org. React. 1944, 2, 178-223.
7. Mowry, D. T.; Renoll, M.; Huber, F. W. Vinyl aromatic compounds. I. The vapor phase dehydration of arylmethylcarbinols. J. Am. Chem. Soc. 1946, 68, 1105-1109.
8. Semple, J. E.; Wang, P. C.; Lysenko, Z.; Joullie M. M. Total Synthesis of (+)-Furanomycin and Stereoisomers. J. Am. Chem. Soc. 1980, 25, 7505-7510.
9. Achmatowicz, O.; Burzynska, M. H. Stereospecific synthesis of methyl D,L-hex-2-ulopyranosides from furan compounds. Tetrahedron, 1982, 38, 3507-3513.
10. Klein, L. L. Structural effects on intramolecular furan cycloadditions. J. Org. Chem., 1985, 50, 1770-1773.