Passa al contenuto
Merck
  • Organocatalysis by bimacrocyclic NHCs: unexpected formation of a cyclic hemiacetal instead of a gamma-butyrolactone.

Organocatalysis by bimacrocyclic NHCs: unexpected formation of a cyclic hemiacetal instead of a gamma-butyrolactone.

Organic & biomolecular chemistry (2009-01-22)
Ole Winkelmann, Christian Näther, Ulrich Lüning
ABSTRACT

Two bimacrocyclic imidazolinium salts of different size, precursors to respective NHCs (N-heterocyclic carbenes), were tested as precatalysts in the reaction of aromatic aldehydes or ketones with enals. The expected lactones were produced in most cases, but in the reaction of methyl 4-formylbenzoate with cinnamaldehyde, the larger bimacrocycle led to the formation of a cyclic hemiacetal, while the smaller bimacrocycle gave the anticipated lactone.

MATERIALI
N° Catalogo
Marchio
Descrizione del prodotto

Sigma-Aldrich
Methyl 4-formylbenzoate, 99%