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Origin of the “endo rule” in Diels-Alder reactions

✍ Scribed by Fernández, Israel; Bickelhaupt, F. Matthias


Book ID
121380457
Publisher
John Wiley and Sons
Year
2013
Tongue
English
Weight
367 KB
Volume
35
Category
Article
ISSN
0192-8651

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📜 SIMILAR VOLUMES


Endo and exo transition states in the Di
✍ William C. Herndon; Lowell H. Hall 📂 Article 📅 1967 🏛 Elsevier Science 🌐 French ⚖ 278 KB

We have recently determined kinetic parameters for the unimolecular Diels-Alder retrogressions of exe and w-dicyclopentadiene to monomer (1). The activation enthalpies and entropies are aH f (E) 37.4 2 0.3 kcal/mole, hSS (E) + 1.1 2 0.6 e.u., hH + (&) 33.0 2 0.5 kcal/mole, and hSS (endo) \_ -1.9 +

On the origin of product selectivity in
✍ Ronald Breslow; Uday Maitra 📂 Article 📅 1984 🏛 Elsevier Science 🌐 French ⚖ 109 KB

The high endo/exo product ratio in the Diels-Alder reaction of cyclopentadiene with methy2. vinyl! ketone in water does not reflect aggregation, but the ratio is affected by salts which change the hydrophobicity of the medium.