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Efficient and regioselective synthesis of bridged ring systems by domino Knoevenagel – hetero-Diels–Alder reaction

✍ Scribed by Tietze, Lutz F; Ott, Christian; Haunert, Frank

Book ID
120486211
Publisher
NRC Research Press
Year
2001
Tongue
French
Weight
226 KB
Volume
79
Category
Article
ISSN
0008-4042

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Inter- and intramolecular hetero-Diels-A
Inter- and intramolecular hetero-Diels-Alder reactions, 32. Iridoids, 26. Synthesis of bridged homoiridoids from secologanin by tandem-Knoevenagel-hetero-Diels-Alder reactions
✍ Tietze, Lutz F. ;Bärtels, Christoph 📂 Article 📅 1991 🏛 John Wiley and Sons 🌐 English ⚖ 634 KB

## Abstract The tandem‐Knoevenagel‐hetero‐Diels‐Alder reaction of the chiral enantiomerically pure monoterpene glucoside secologanin (1) with 1,3‐dicarbonyl compounds 6a–d and the analogous compounds 11a–b in the presence of ethylenediammonium diacetate as catalyst leads to the bridged cycloadducts