A one-pot synthesis of coumaryl, coniferyl, and sinapyl alcohol

The side chain of 4-allylphenols was easily deprotonated by BuLi-KOCMe3. Consecutive treatment with FB(OMe)2 and H2O2 afforded the title alcs. I (R = H, R1 = H, OMe; R = R1 = OMe). [on SciFinder (R)]


Published in:
Tetrahedron Letters, 32, 22, 2475-6
Year:
1991
Keywords:
Note:
CAN 115:28970
26-9
Biomolecules and Their Synthetic Analogs
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
0040-4039
written in English.
97-53-0 (Eugenol); 501-92-8 (4-Allylphenol); 6627-88-9 Role: RCT (Reactant), RACT (Reactant or reagent) (hydroxylation and isomerization of); 118-34-3P (Syringin); 458-35-5P (Coniferyl alcohol); 531-29-3P (Coniferin); 537-33-7P (Sinapyl alcohol); 20649-40-5P (Coumaryl alcohol); 134660-05-2P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 572-09-8 (Acetobromoglucose) Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with hydroxypropenylphenols)
Laboratories:




 Record created 2006-03-03, last modified 2018-01-27


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