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Synthesis and stereochemical behaviour of 8-alkyl-3-(1-phenylethyl)-7-oxa-1,3-diazabicyclo-[3.2.1]-octane-4,6-diones directed towards the synthesis of α-substituted β-amino acids

✍ Scribed by Ilaria Braschi; Giuliana Cardillo; Claudia Tomasini


Book ID
108371652
Publisher
Elsevier Science
Year
1994
Tongue
French
Weight
687 KB
Volume
50
Category
Article
ISSN
0040-4020

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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