Reductive Cyclization of δ-Hydroxy Nitriles: A New Synthesis of Glycosylamines †
✍ Scribed by Dorsey, Andrew D.; Barbarow, Jennifer E.; Trauner, Dirk
- Book ID
- 120382176
- Publisher
- American Chemical Society
- Year
- 2003
- Tongue
- English
- Weight
- 84 KB
- Volume
- 5
- Category
- Article
- ISSN
- 1523-7060
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📜 SIMILAR VOLUMES
We wish to report an intramolecular cyclisation between nitrile and conjugated diene moieties leading to a monoterpene alkaloid with a pyridine nucleus. Rose bengal-sesitized photooxygenation of (-)-citronellonitrile' (&) in methanol followed by reduction of the
## Abstract New δ‐(polyfluoroalkyl)‐δ‐hydroxy‐α‐amino acids were synthesized from the corresponding starting 3‐(benzoylamino)‐6‐(polyfluoroalkyl)‐2__H__‐pyran‐2‐ones. The key step of the synthesis was the hydrogenation of the pyrone ring. Stereoselectivity and yields depended dramatically on the re