TMSCN/DBU-Mediated Facile Redox Transformation of
α,β‑Unsaturated Aldehydes to Carboxylic Acid Derivatives
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Abstract
Redox transformation
of an α,β-unsaturated aldehyde
to a carboxylic acid derivative by means of a combination of TMSCN
and DBU was investigated. In addition to the wide use of the carboxylic
acid derivatives provided by this reaction, temperature-dependent
control of the kinetic or thermodynamic protonation pattern was found
to selectively switch the stereochemistry of the acyl group in the
product