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Recognition-induced control and acceleration of a pyrrole Diels–Alder reaction

✍ Scribed by Raphaël Bennes; Marcos Sapró Babiloni; Wayne Hayes; Douglas Philp

Book ID
104230223
Publisher
Elsevier Science
Year
2001
Tongue
French
Weight
112 KB
Volume
42
Category
Article
ISSN
0040-4039

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✦ Synopsis

The formation of two hydrogen bonds between an amidopyridine and a carboxylic acid controls the stereochemical outcome and significantly accelerates the rate of the Diels-Alder cycloaddition between a benzoylpyrrole and a maleimide.

📜 SIMILAR VOLUMES

Erratum to “Recognition-induced control
Erratum to “Recognition-induced control and acceleration of a pyrrole Diels–Alder reaction”: [Tetrahedron Letters 42 (2001) 2377–2380]
✍ Raphaël Bennes; Marcos Sapró Babiloni; Wayne Hayes; Douglas Philp 📂 Article 📅 2001 🏛 Elsevier Science 🌐 French ⚖ 41 KB

Figure 2. Structures of the 30 lowest energy conformations of exo-7 and endo-7 expressed as a function of key hydrogen bond distances. Open circles represent the location of conformations of exo-7 and open triangles represent the location of conformations of endo-7. .

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Oriented Electric Fields Accelerate Diel
Oriented Electric Fields Accelerate Diels–Alder Reactions and Control the endo/exo Selectivity
✍ Rinat Meir; Hui Chen; Wenzhen Lai; Sason Shaik 📂 Article 📅 2010 🏛 John Wiley and Sons 🌐 English ⚖ 349 KB

## Abstract __Herein we demonstrate that an external electric field (EEF) acts as an accessory catalyst/inhibitor for Diels–Alder (DA) reactions. When the EEF is oriented along the “reaction axis” (the coordinate of approach of the reactants in the reaction path), the barrier of the DA reactions is