High selectivity in the oxidation of mandelic acid derivatives and in O-methylation of protocatechualdehyde: New processes for synthesis of vanillin,iso-vanillin, and heliotropin

Authors
Bjorsvik, HR Liguori, L Minisci, F
Citation
Hr. Bjorsvik et al., High selectivity in the oxidation of mandelic acid derivatives and in O-methylation of protocatechualdehyde: New processes for synthesis of vanillin,iso-vanillin, and heliotropin, ORG PROC R, 4(6), 2000, pp. 534-543
Citations number
22
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC PROCESS RESEARCH & DEVELOPMENT
ISSN journal
10836160 → ACNP
Volume
4
Issue
6
Year of publication
2000
Pages
534 - 543
Database
ISI
SICI code
1083-6160(200011/12)4:6<534:HSITOO>2.0.ZU;2-5
Abstract
New synthetic procedures for vanillin, iso-vanillin, heliotropin, and proto catechualdehyde starting from catechol are described. The utilisation of st atistical experimental design and multivariate modelling and the mechanisti c interpretation of the acid and base catalysis in the condensation of cate chol derivatives with glyoxylic acid and in the regiocontrolled methylation of protocatechualdehyde and of the Cu(II) salt catalysis in the oxidative decarboxylation of mandelic acid derivatives have allowed the development o f new highly selective processes.