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
Date
2012-11-20
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Abstract
New synthetic procedures for vanillin, iso-vanillin, heliotropin,
and protocatechualdehyde starting from catechol are described.
The utilisation of statistical experimental design and multivariate
modelling and the mechanistic interpretation of the acid
and base catalysis in the condensation of catechol 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 of new highly selective processes
Description
New synthetic procedures for vanillin, iso-vanillin, heliotropin,
and protocatechualdehyde starting from catechol are described.
The utilisation of statistical experimental design and multivariate
modelling and the mechanistic interpretation of the acid
and base catalysis in the condensation of catechol 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 of new highly selective processes
Keywords
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