A Short Way to Esters of 1-Oxyl-2,2,5,5-Tetramethylpyrrolidine-3-carboxylic Acid by Favorski Rearrangement
作者:Gašper Marc、Slavko Pečar
DOI:10.1080/00397919508012662
日期:1995.4
Abstract The reaction of 3-bromo-4-oxo-l-oxyl-2,2,6,6-tetramethylpiperidine (1) with a solid sodium, alkoxide of primary or secondary alcohol provides a short way to prepare ester of 3-carboxy-1-oxyl-2,2,5,5-tetramethylpyrrolidine where the ring contraction from six (1) to five (6a-f) in a Favorski rearrangement occurs.
The tosylate of protected glycerol (solketal, 4-(hydroxymethyl)-2,2-dimethyl-1,3-dioxolane) was fluoroalkylated by a nucleophilic substitution reaction with sodium polyfluoroalkoxides. On deprotection, 3-O-fluoroalkylated glycerol was obtained which was converted to mono-and bis-methacrylates; analogous methacrylate derivatives were prepared from 3,3,4,5,5,5-hexafluoro-pentane-1,2-diol. (C) 1997 Elsevier Science S.A.
Corral; El-Ashmawy; Lissavetzky, European Journal of Medicinal Chemistry, 1985, vol. 20, # 2, p. 133 - 136
作者:Corral、El-Ashmawy、Lissavetzky、et al.
DOI:——
日期:——
Eloy,F.; Van Overstraeten,A., Chimica Therapeutica, 1969, vol. 4, p. 9 - 13
作者:Eloy,F.、Van Overstraeten,A.
DOI:——
日期:——
Conde; Corral; Lissavetzky, Farmaco, Edizione Scientifica, 1986, vol. 41, # 1, p. 80 - 88