ChemInform Abstract: Reaction of Carbenes with Cyclic Ethers in the Presence of Nucleophiles. A Three-Component Coupling Reaction.
Abstract
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ChemInform Abstract
The coupling reaction of carbenes, generated photolytically from the corresponding diazo derivatives such as (I) and (V), with THF (II) or tetrahydropyran and different nucleophiles such as alcohols, thiols, carboxylic acids, amines, and H2O proceeds via cyclic oxonium ylides. The reaction mechanism including the by-product formation is described; thus, the formation of (VIIc) with water is rationalized by an attack of the rearranged OC=CH-OEt species.
