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  • Urea derivatives are highly active catalysts for the base-mediated generation of terminal epoxides from aldehydes and trimethylsulfonium iodide.

Urea derivatives are highly active catalysts for the base-mediated generation of terminal epoxides from aldehydes and trimethylsulfonium iodide.

Organic & biomolecular chemistry (2008-04-04)
Sarah A Kavanagh, Alessandro Piccinini, Eimear M Fleming, Stephen J Connon
ABSTRACT

N,N'-Diarylureas have been shown to efficiently catalyse sulfonium ylide-mediated aldehyde epoxidation reactions for the first time. These processes are of broad scope and can be coupled with a subsequent Cu(II) ion-catalysed Meinwald rearrangement to give an efficient and convenient protocol for aldehyde homologation without intermediate purification.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Trimethylsulfonium iodide, 98%
Sigma-Aldrich
Schreiner′s Catalyst