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A concise procedure for the preparation of enantiopure 3-alkylpiperidines

✍ Scribed by Mercedes Amat; Núria Llor; José Hidalgo; Joan Bosch

Publisher
Elsevier Science
Year
1997
Tongue
English
Weight
265 KB
Volume
8
Category
Article
ISSN
0957-4166

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✦ Synopsis

Reaction of (R)-phenylglycinol with racemic methyl 4-formylhexanoate takes place with a remarkable stereoselectivity to give two diastereomeric 6ethyloxazolopiperidones (9:1 ratio) in 76% overall yield. After LiAIH4 reduction and catalytic hydrogenation, the major isomer was converted to (S)-3-ethylpiperidine. (~) 1997

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A simple procedure for the preparation o
A simple procedure for the preparation of enantiopure ethyl α-hydroxyalkyl ketones
✍ Ricardo Martín; Oscar Pascual; Pedro Romea; Roser Rovira; Fèlix Urpí; Jaume Vila 📂 Article 📅 1997 🏛 Elsevier Science 🌐 French ⚖ 286 KB

Amides derived from pyrrolidine and methyl (S)-lactate, methyl (S)-2-hydroxy-3-phenylpropanoate, or methyl (S)-2-hydroxy-3-methylbutanoate, after O-benzylation and O-silylation have been treated with EtLi or EtMgC1 under suitable conditions, to give excellent overall yields of enantiopure ethyl keto