Easy access to α-amino β-oxo esters from β-enamino esters
✍ Scribed by Elena Felice; Stefania Fioravanti; Lucio Pellacani; Paolo A. Tardella
- Book ID
- 104261543
- Publisher
- Elsevier Science
- Year
- 1999
- Tongue
- French
- Weight
- 248 KB
- Volume
- 40
- Category
- Article
- ISSN
- 0040-4039
No coin nor oath required. For personal study only.
✦ Synopsis
N-Substituted a-amino 13-oxo esters have been obtained by amination of 13-enamino esters with ethyl N-[(4-nitrobenzenesuiphonyl)oxy]carbamate (NsONHCOzEt), in the absence of added bases. The use of optically active pvrrolldines with (72 symmetry as ehiral auxiliaries induces diastereoselectivities up to 80°6.
📜 SIMILAR VOLUMES
The halohydrins prepared from epoxide esters, were treated with hydroxylamine derivatives. In subsequent reaction with NaOH/K 2 CO 3 /Bu 4 NHSO 4 the N-protected b-halo a-aminoesters thus obtained were converted into N-hydroxy ariridine 2-carboxylic esters in good yields.