CONIFERIN AND DERIVATIVES - A FAST AND EASY SYNTHESIS VIA THE ALDEHYDE SERIES USING PHASE-TRANSFER CATALYSIS

Authors
DAUBRESSE N FRANCESCH C MHAMDI F ROLANDO C
Citation
N. Daubresse et al., CONIFERIN AND DERIVATIVES - A FAST AND EASY SYNTHESIS VIA THE ALDEHYDE SERIES USING PHASE-TRANSFER CATALYSIS, Synthesis, (2), 1998, pp. 157-161
Citations number
51
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
2
Year of publication
1998
Pages
157 - 161
Database
ISI
SICI code
0039-7881(1998):2<157:CAD-AF>2.0.ZU;2-A
Abstract
Coniferin was synthesised in good yields (56% starting from vanillin) under mild conditions. A one-pot coupling of the glucosidation and Wit tig-type reactions led to coniferaldehyde tetra-O-acetylglucoside, eas ily reduced into tetra-O-acetylconiferin by sodium borohydride. Simila r procedures were used for the synthesis of syringin and the glucoside of 4-coumaryl alcohol.