Nucleophilic Alkylation on Anti-Bredt Iminium Ions. Facile Entry to the Synthesis of 1-Alkylated 2-Azabicyclo[3.3.1]nonanes (Morphans) and 5-Azatricyclo[6.3.1.0 1,5 ]dodecane
β Scribed by Yamazaki, Naoki; Suzuki, Hidetaka; Kibayashi, Chihiro
- Book ID
- 127023442
- Publisher
- American Chemical Society
- Year
- 1997
- Tongue
- English
- Weight
- 250 KB
- Volume
- 62
- Category
- Article
- ISSN
- 0022-3263
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## Abstract Ethyl 4βoxoalkanoates 1 react at ambient temperature in dry methanol in the presence of molecular sieve 3 Γ in almost quantitative yield with 3βaminopropanol and 2βaminoethanol to form the bicyclic lactams __rac__β2 and __rac__β3, respectively. Surprisingly, the (Β±)β5βalkylβ4βoxaβ1βazab
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