A Novel Synthesis of Vinyl Ethers via an Unusual Exchange Reaction

A Novel Synthesis of Vinyl Ethers via an Unusual Exchange Reaction 

Vinyl ethers are important raw materials in the production of glutaraldehyde, as well as of vinyl polymer materials which contain oxygen and are expected to degrade easily in Nature. The [IrCl(cod)]2 catalyzes an efficient exchange reaction between vinyl acetate 57 and alcohols or phenols 58, leading to the corresponding vinyl ethers 59 (Equation 10.11) [27]. Usually, the acid-catalyzed exchange reaction between alcohols and vinyl acetate results in alkyl acetates 60, and also to vinyl alcohol 61 which is readily isomerized to acetaldehyde 62. 

Furthermore, the reaction of allyl alcohols 67 and vinyl or isopropenyl acetates 68 was reported to afford y,5-unsaturated carbonyl compounds 70 (Equahon 10.13) [29]. 

260 I 70 Iridium-Catalyzecl Coupling Reactions = [lrCI(ood)]2/Na2C03 

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