Aqueous Acceleration of the Claisen Rearrangement of Allyl Vinyl Ether: A Hybrid, Explicit Solvent, and Continuum Model

1995 ◽  
Vol 99 (17) ◽  
pp. 6748-6751 ◽  
Author(s):  
Mark M. Davidson ◽  
Ian H. Hillier
Keyword(s):  
Vinyl Ether ◽  
Continuum Model ◽  
Claisen Rearrangement ◽  
Explicit Solvent

Carbanion Rearrangements in the Gas Phase: The Unusual Claisen Rearrangement of Deprotonated Allyl Vinyl Ether

1990 ◽  
Vol 43 (9) ◽  
pp. 1479 ◽  
Author(s):  
PCH Eichinger ◽  
JH Bowie
Keyword(s):  
Gas Phase ◽  
Vinyl Ether ◽  
Condensed Phase ◽  
Claisen Rearrangement ◽  
Negative Ions ◽  
Marked Contrast ◽  
Wittig Rearrangement ◽  
Major Reaction

Allyl vinyl ether is reported to undergo a facile Wittig rearrangement to yield penta-1,4-dien-3-ol under base- catalysed conditions in the condensed phase. In marked contrast, the Wittig rearrangement is not a major reaction in the gas phase. Instead, initial rearrangement occurs by a Claisen process and subsequent fragmentations involve some of the most complex interconversions yet proposed for negative ions.

Investigation of quantitative structure–reactivity relationships in the aliphatic Claisen rearrangement of bis-vinyl ethers reveals a dipolar, dissociative mechanism

2014 ◽  
Vol 12 (8) ◽  
pp. 1292-1308 ◽  
Author(s):  
Natasha F. O'Rourke ◽  
Jeremy E. Wulff
Keyword(s):  
Vinyl Ether ◽  
Claisen Rearrangement ◽  
Substituent Effects ◽  
Quantitative Structure ◽  
Vinyl Ethers ◽  
Dissociative Mechanism ◽  
Mechanism Of Reaction ◽  
Kinetic Investigations

Kinetic investigations of substituent effects in the Claisen rearrangement of bis-vinyl ether substrates suggest a dissociative mechanism of reaction.

ChemInform Abstract: One-Pot Claisen Rearrangement with n-Butyl Vinyl Ether.

ChemInform ◽  
2010 ◽  
Vol 33 (34) ◽  
pp. no-no
Author(s):  
Hidetoshi Tokuyama ◽  
Takaki Makido ◽  
Toshihiro Ueda ◽  
Tohru Fukuyama
Keyword(s):  
Vinyl Ether ◽  
Claisen Rearrangement ◽  
One Pot

A spin-coupled study of the Claisen rearrangement of allyl vinyl ether

2005 ◽  
Vol 115 (4) ◽  
pp. 212-220 ◽  
Author(s):  
J. Grant. Hill ◽  
Peter B. Karadakov ◽  
David L. Cooper
Keyword(s):  
Vinyl Ether ◽  
Claisen Rearrangement

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

ChemInform ◽  
2007 ◽  
Vol 38 (39) ◽  
Author(s):  
Xudong Wei ◽  
Jon C. Lorenz ◽  
Suresh Kapadia ◽  
Anjan Saha ◽  
Nizar Haddad ◽  
...  
Keyword(s):  
Vinyl Ether ◽  
Claisen Rearrangement ◽  
Unsaturated Aldehydes
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