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Journal ArticleDOI

Mechanism of the Claisen rearrangement of allyl vinyl ethers

Michael J. S. Dewar, +1 more
- 01 Jan 1989 - 
- Vol. 111, Iss: 2, pp 511-519
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This article is published in Journal of the American Chemical Society.The article was published on 1989-01-01. It has received 39 citations till now. The article focuses on the topics: Carroll rearrangement & Claisen rearrangement.

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Reinvestigation of the Isotope Effects for the Claisen and Aromatic Claisen Rearrangements: The Nature of the Claisen Transition States

TL;DR: In this paper, the aliphatic Claisen rearrangement of allyl vinyl ether and the aromatic Claisen reordering for allyl phenyl ether were investigated in a combined experimental and calculational study.
Journal ArticleDOI

Aromatic transition states in nonpericyclic reactions: anionic 5-endo cyclizations are aborted sigmatropic shifts.

TL;DR: A symmetry-enhanced combination of through-space and through-bond interactions explains the anomalous geometric, energetic, and electronic features of the 5-endo ring closure transition state.
Journal ArticleDOI

Theory of Substituent Effects on Pericyclic Reaction Rates: Alkoxy Substituents in the Claisen Rearrangement

TL;DR: In this article, transition structures, activation energies, and reaction energies were calculated by ab initio quantum mechanical methods for the Claisen rearrangements of five hydroxy-substituted allyl vinyl ethers.
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