251991-66-9Relevant articles and documents
A general method of synthesis of functionalized Z-vinylic tellurides starting from β-dicarbonyl compounds
Barrientos-Astigarraga, Rafael E,Castelani, Priscila,Sumida, Celso Y,Zukerman-Schpector, Julio,Comasseto, Jo?o V
, p. 1051 - 1059 (2002)
Z-Vinylic tellurides are prepared by stereoselective vinylic substitution on Z/E mixtures of enolphosphates, acetates, tosylates and triflates by organotellurolates. The reaction is sensitive to the nature of the organotellurolate; the aromatic derivatives react slower than the aliphatic ones. The reaction time is not influenced by the nature of the leaving group.
Synthesis of functionalized tri- and tetrasubstituted vinylic tellurides from enolphosphates through vinylic substitution by lithium butyltellurolate
Barrientos-Astigarraga,Castelani,Sumida,Comasseto
, p. 7717 - 7720 (1999)
Vinylic tellurides are precursors of important highly reactive vinylic organometallics (e.g. vinyl Li and Cu species). Herein we report that tri- and tetrasubstituted functionalized vinylic tellurides can be prepared from enolphosphates through a vinylic substitution by lithium butyltellurolate. Starting from mixtures of Z- and E- enolphosphates, only the Z-vinylic telluride is formed.
Addition of Z-vinylic higher order cyanocuprates to enones followed by O-functionalization
Moraes,Barrientos-Astigarraga,Castelani,Comasseto
, p. 3327 - 3337 (2007/10/03)
Transmetalation reaction between Z-vinylic tellurides and higher order cyanocuprates generated the corresponding Z-vinylic cyanocuprates. Conjugate addition of these cuprates to enones followed by O-functionalization led to silyl enol ethers, vinyl phosphates and vinyl triflates. The vinyl triflates were transformed into highly unsaturated systems by coupling with alkynes or with Z-vinyl zinc chlorides under Pd (0) catalysis. (C) 2000 Elsevier Science Ltd.
