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N-Heterocyclic Carbene Catalyzed Transformylation

Jared E. M. Fernando, Alison Levens, Daniel Moock, David W. Lupton*

*School of Chemistry, Monash University, Clayton 3800, Victoria, Australia, Email: david.luptonmonash.edu

J. E. M. Fernando, A. Levens, D. Moock, D. W. Lupton, Synthesis, 2017, 49, 3505-3510.

DOI: 10.1055/s-0036-1588449 (free Supporting Information)


Abstract

A N-heterocyclic carbene (NHC) catalyzed transformylation of 1, 2, and 3 alcohols in the presence of  methyl formate as the formyl transfer reagent provides a broad range of formates in good yields. The reaction employs low catalyst loadings, is insensitive to common nitrogen and oxygen protecting groups and can be achieved in the presence of a number of heterocycles.

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Key Words

N-heterocyclic carbene catalysis, organocatalysis, transformylation, transesterification, formate synthesis


ID: J66-Y2017