The reaction of methyl isoferulate with FeCl3 or Ag2O—hypothesis on the biosynthesis of lithospermic acids and related nor and neolignans
Publication type: Journal Article
Publication date: 2003-04-05
scimago Q3
wos Q3
SJR: 0.334
CiteScore: 3.2
Impact factor: 1.5
ISSN: 00404039, 18733581
Organic Chemistry
Drug Discovery
Biochemistry
Abstract
Methyl isoferulate reacts with FeCl 3 to give (2-6) dimer 3 (6-6) dimer 4 and (6-O-3) dimer 5 in low yields, whereas it reacts with Ag 2 O leading to (2-O-3) dimer 6 and (6-O-3, 2-O-3) trimer 7 . By comparison with literature data, we suggest that the biosynthesis of lithospermic acids and related nor and neolignans that possess a β-2 bond may be due to the cross dimerisation of ferulate radical on isoferulate.
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Cotelle P., Vezin H. The reaction of methyl isoferulate with FeCl3 or Ag2O—hypothesis on the biosynthesis of lithospermic acids and related nor and neolignans // Tetrahedron Letters. 2003. Vol. 44. No. 16. pp. 3289-3292.
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Cotelle P., Vezin H. The reaction of methyl isoferulate with FeCl3 or Ag2O—hypothesis on the biosynthesis of lithospermic acids and related nor and neolignans // Tetrahedron Letters. 2003. Vol. 44. No. 16. pp. 3289-3292.
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TY - JOUR
DO - 10.1016/s0040-4039(03)00584-7
UR - https://doi.org/10.1016/s0040-4039(03)00584-7
TI - The reaction of methyl isoferulate with FeCl3 or Ag2O—hypothesis on the biosynthesis of lithospermic acids and related nor and neolignans
T2 - Tetrahedron Letters
AU - Cotelle, Philippe
AU - Vezin, Hervé
PY - 2003
DA - 2003/04/05
PB - Elsevier
SP - 3289-3292
IS - 16
VL - 44
SN - 0040-4039
SN - 1873-3581
ER -
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BibTex (up to 50 authors)
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@article{2003_Cotelle,
author = {Philippe Cotelle and Hervé Vezin},
title = {The reaction of methyl isoferulate with FeCl3 or Ag2O—hypothesis on the biosynthesis of lithospermic acids and related nor and neolignans},
journal = {Tetrahedron Letters},
year = {2003},
volume = {44},
publisher = {Elsevier},
month = {apr},
url = {https://doi.org/10.1016/s0040-4039(03)00584-7},
number = {16},
pages = {3289--3292},
doi = {10.1016/s0040-4039(03)00584-7}
}
Cite this
MLA
Copy
Cotelle, Philippe, and Hervé Vezin. “The reaction of methyl isoferulate with FeCl3 or Ag2O—hypothesis on the biosynthesis of lithospermic acids and related nor and neolignans.” Tetrahedron Letters, vol. 44, no. 16, Apr. 2003, pp. 3289-3292. https://doi.org/10.1016/s0040-4039(03)00584-7.
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