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2,3,4-Triphenyl-3-azabicyclo[3.2.0]hepta-1,4-diene − Facile Ring-Opening by Electrophiles and Novel Reactions with Dimethyl Acetylenedicarboxylate

✍ Scribed by Kiyoshi Matsumoto; Sadahito Goto; Naoto Hayashi; Hirokazu Iida; Takane Uchida; Akikazu Kakehi


Publisher
John Wiley and Sons
Year
2004
Tongue
English
Weight
113 KB
Volume
2004
Category
Article
ISSN
1434-193X

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Reactions of 4-Oxoalkanoic Acids, 4. Syn
✍ Wedler, Christine ;Schick, Hans ;Scharfenberg-Pfeiffer, Doris ;Reck, Günter 📂 Article 📅 1992 🏛 John Wiley and Sons 🌐 English ⚖ 432 KB

## Abstract Ethyl 4‐oxoalkanoates 1 react at ambient temperature in dry methanol in the presence of molecular sieve 3 Å in almost quantitative yield with 3‐aminopropanol and 2‐aminoethanol to form the bicyclic lactams __rac__‐2 and __rac__‐3, respectively. Surprisingly, the (±)‐5‐alkyl‐4‐oxa‐1‐azab