SYNTHESIS OF FMOC-BETA-HOMOAMINO ACIDS BY ULTRASOUND-PROMOTED WOLFF REARRANGEMENT

Citation
A. Muller et al., SYNTHESIS OF FMOC-BETA-HOMOAMINO ACIDS BY ULTRASOUND-PROMOTED WOLFF REARRANGEMENT, Synthesis, (6), 1998, pp. 837-841
Citations number
44
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397881
Issue
6
Year of publication
1998
Pages
837 - 841
Database
ISI
SICI code
0039-7881(1998):6<837:SOFABU>2.0.ZU;2-E
Abstract
A highly efficient protocol for Arndt-Eistert chain elongation of the base-labile fluorenylmethoxycarbonyl (Fmoc) protected alpha-amino acid s by Ag+-catalyzed, ultrasound-promoted Wolff rearrangement of the cor responding alpha-diazo ketones at room temperature is described. The e nantiomeric purity of the products was examined by capillary zone elec trophoresis with chiral buffer systems.