Tandem Pd(II)-Catalyzed Vinyl Ether
Exchange−Claisen Rearrangement as a Facile
Approach to γ,δ-Unsaturated Aldehydes

Senanayake, Chris H.

Tandem Pd(II)-Catalyzed Vinyl Ether Exchange−Claisen Rearrangement as a Facile Approach to γ,δ-Unsaturated Aldehydes

Posted on 2007-05-25 - 00:00

A sequential allyl vinyl ether formation−Claisen rearrangement process catalyzed by a palladium(II)−phenanthroline complex is reported. The effects of allylic alcohol structure, type of vinylating agent, and palladium catalysts are discussed. This method provides a convenient approach to γ,δ-unsaturated aldehydes under mild conditions that avoid the use of toxic Hg(II) catalysts. The new methodology has been successfully demonstrated on the kilogram scale.

CITE THIS COLLECTION

Wei, Xudong; Lorenz, Jon C.; Kapadia, Suresh; Saha, Anjan; Haddad, Nizar; Busacca, Carl A.; et al. (2016). Tandem Pd(II)-Catalyzed Vinyl Ether Exchange−Claisen Rearrangement as a Facile Approach to γ,δ-Unsaturated Aldehydes. ACS Publications. Collection. https://doi.org/10.1021/jo062548f

https://doi.org/10.1021/jo062548f

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