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Lewis acid-mediated nucleophilic alkylations on chiral [6,3a,4]oxadiazaindano[5,4-a]isoquinolines. Asymmetric synthesis of 1-alkyl substituted tetrahydroisoquinolines

✍ Scribed by Naoki Yamazaki; Hideaki Suzuki; Sakae Aoyagi; Chihiro Kibayashi


Book ID
103413059
Publisher
Elsevier Science
Year
1996
Tongue
French
Weight
233 KB
Volume
37
Category
Article
ISSN
0040-4039

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Reactions of 4-Oxoalkanoic Acids, 4. Syn
✍ Wedler, Christine ;Schick, Hans ;Scharfenberg-Pfeiffer, Doris ;Reck, GΓΌnter πŸ“‚ Article πŸ“… 1992 πŸ› John Wiley and Sons 🌐 English βš– 432 KB

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