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Polymer-supported electron-rich diene for hetero Diels–Alder reactions

✍ Scribed by Camille Pierres; Pascal George; Luc van Hijfte; Jean-Bernard Ducep; Marcel Hibert; André Mann

Publisher
Elsevier Science
Year
2003
Tongue
French
Weight
159 KB
Volume
44
Category
Article
ISSN
0040-4039

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✦ Synopsis

Brassard diene analogue was grafted on a modified Merrifield resin and used in a hetero Diels-Alder reaction with various aldehydes or ketones. The reaction gave access to 6-substituted 5,6-dihydropyrones (5a-u). This new immobilized electron-rich diene is more stable than the corresponding native diene, and is a versatile supported reagent.

📜 SIMILAR VOLUMES

Diels-Alder Reactions of Tetradehydrodia
Diels-Alder Reactions of Tetradehydrodianthracene with Electron-Rich Dienes
✍ Kammermeier, Stefan ;Neumann, Helfried ;Hampel, Frank ;Herges, Rainer 📂 Article 📅 1996 🏛 John Wiley and Sons 🌐 English ⚖ 547 KB

## Abstract Tetradehydrodianthracene (TDDA; 1) reacts with electronrich dienes such as butadiene, cyclopentadiene and __o__‐quinodimethane under ambient conditions. Only 1:1 products 5–8 were observed even with a large excess of the diene and under drastic conditions (though two strained and highly