80816-25-7Relevant 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.
Synthesis of allyl and alkyl vinyl ethers using an in situ prepared air-stable palladium catalyst. Efficient transfer vinylation of primary, secondary, and tertiary alcohols
Bosch, Martin,Schlaf, Marcel
, p. 5225 - 5227 (2007/10/03)
An air-stable palladium catalyst formed in situ from commercially available components efficiently catalyzed the transfer vinylation between butyl vinyl ether and various allyl and alkyl alcohols to give the corresponding allyl and alkyl vinyl ethers in 61-98% yield in a single step.
Mechanism of chorismate mutase: Contribution of conformational restriction to catalysis in the Claisen rearrangement
Khanjin, Nikolai A.,Snyder, James P.,Menger
, p. 11831 - 11846 (2007/10/03)
The mechanism of the enzyme- and antibody-catalyzed Claisen rearrangement of chorismate to prephenate was investigated experimentally on model compounds and by using quantum chemistry calculations at the Becke3LYP/6-31G* level of theory. Conformational re
Cohalogenation of alkenes in ethylene oxide: Efficient methodology for the preparation of allyl vinyl ether precursors of γ,δ-unsaturated aldehydes
Dulcere,Rodriguez
, p. 399 - 405 (2007/10/02)
An investigation of the cohalogenation-dehydrohalogenation sequence as a method for the preparation of allyl vinyl ethers from simple olefins has been performed. Alkenes 1a-k react with bromide or chloride in the presence of ethylene oxide at -80°C to for
A New Acylative Cycloaddition Reaction
Knight, John,Parsons, Philip J.
, p. 189 - 190 (2007/10/02)
A new procedures for the intramolecular nitrile oxide cycloaddition is described; the procedure involves the generation of a nitrile oxide resulting from the conjugate addition of an isocyanide to a nitroalkene, and subsequent trapping with an alkene.
