N-(2-Nitro-benzenesulfonyl) activated L-tyrosine methyl ester has been directly N-alkylated under solid-liquid phase-transfer catalysis (SL-PTC) conditions and in a coordinating non-hydrogen bonding donor (non-HBD) solvent, which reduces through specific solvation the nucleophilicity of the oxy-anionic center of the N,O-dianion formed by action of an anhydrous inorganic carbonate.
Chemoselective N-alkylation of di-N,O-protected tyrosine through specific oxy-anion solvation by non-hydrogen bonding donor solvents / M. Penso, D. Albanese, D. Landini, V. Lupi, D. Scaletti. - In: SYNLETT. - ISSN 0936-5214. - 2006:5(2006), pp. 741-744.
Titolo: | Chemoselective N-alkylation of di-N,O-protected tyrosine through specific oxy-anion solvation by non-hydrogen bonding donor solvents |
Autori: | ALBANESE, DOMENICO (Secondo) LUPI, VITTORIA (Penultimo) SCALETTI, DAVIDE (Ultimo) |
Parole Chiave: | Alkylations; Amino acids; Chemoselectivity; Phase-transfer catalysis; Solvent effects |
Settore Scientifico Disciplinare: | Settore CHIM/04 - Chimica Industriale |
Data di pubblicazione: | 2006 |
Rivista: | |
Tipologia: | Article (author) |
Digital Object Identifier (DOI): | http://dx.doi.org/10.1055/s-2006-932494 |
Appare nelle tipologie: | 01 - Articolo su periodico |