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N-Heterocyclic Carbene Acyl Anion Organocatalysis by Ball-Milling.

ABSTRACT: The ability to conduct N-heterocyclic carbene-catalysed acyl anion chemistry under ball-milling conditions is reported for the first time. This process has been exemplified through applications to intermolecular-benzoin, intramolecular-benzoin, intermolecular-Stetter and intramolecular-Stetter reactions including asymmetric examples and demonstrates that this mode of mechanistically complex organocatalytic reaction can operate under solvent-minimised conditions.

SUBMITTER: Nicholson WI 

PROVIDER: S-EPMC6972762 | biostudies-literature | 2020 Jan

REPOSITORIES: biostudies-literature

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N-Heterocyclic Carbene Acyl Anion Organocatalysis by Ball-Milling.

Nicholson William I WI   Seastram Alex C AC   Iqbal Saqib A SA   Reed-Berendt Benjamin G BG   Morrill Louis C LC   Browne Duncan L DL  

ChemSusChem 20191127 1

The ability to conduct N-heterocyclic carbene-catalysed acyl anion chemistry under ball-milling conditions is reported for the first time. This process has been exemplified through applications to intermolecular-benzoin, intramolecular-benzoin, intermolecular-Stetter and intramolecular-Stetter reactions including asymmetric examples and demonstrates that this mode of mechanistically complex organocatalytic reaction can operate under solvent-minimised conditions. ...[more]

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