Swern oxidation of a hindered β-hydroxyester
✍ Scribed by J. C. Gilbert; Robert D. Selliah
- Book ID
- 114996548
- Publisher
- Springer Netherlands
- Year
- 1996
- Tongue
- English
- Weight
- 523 KB
- Volume
- 22
- Category
- Article
- ISSN
- 0922-6168
No coin nor oath required. For personal study only.
📜 SIMILAR VOLUMES
A wide variety of alpha-diazo-beta-ketoesters can be prepared in good overall yields via a two-step sequence involving addition of ethyl lithiodiazoacetate to aliphatic, aromatic and conjugated aldehydes followed by mild oxidation with the Dess-Martin periodinane.
Swern oxidation of E-amino alcohols containing tertiary amino groups afforded the corresponding ~-amino carbonyl compounds in fair to excellent yield. Yields were dependent on the steric requirement of the amine base used for the reaction and were optimized by the use of N-methylpyrrolidine, N-ethyl