60415-75-0Relevant academic research and scientific papers
Tandem Pd(II)-catalyzed vinyl ether exchange-claisen rearrangement as a facile approach to γ,δ-unsaturated aldehydes
Wei, Xudong,Lorenz, Jon C.,Kapadia, Suresh,Saha, Anjan,Haddad, Nizar,Busacca, Carl A.,Senanayake, Chris H.
, p. 4250 - 4253 (2008/02/04)
(Chemical Equation Presented) 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.
Preparation and Rearrangement of trans-3-(Allyloxy)acrylic Acids: A Claisen Sequence That Avoids Mercury Catalysis
Buechi, George,Vogel, Dennis E.
, p. 5406 - 5408 (2007/10/02)
Reaction of sodium or lithium salts of primary and secondary allylic alcohols with (E)-(carboxyvinyl)trimethylammonium betaine affords (E)-3-(allyloxy)acrylic acids, which on heating are transformed to γ,δ-unsaturated aldehydes.
