Synthesis of (e)-vinylic tellurides and their transformation into α, β-unsaturated esters and carboxylic acids

MJ Dabdoub, ML Begnini, TM Cassol, PG Guerrero…

Index: Dabdoub, Miguel J.; Begnini, Mauro L.; Cassol, Tania M.; Guerrero, Palimecio G.; Silveira, Claudio C. Tetrahedron Letters, 1995 , vol. 36, # 42 p. 7623 - 7626

Full Text: HTML

Citation Number: 39

Abstract

Zirconum alkenyls and dienyls of E configuration obtained by the hydrozirconation of alkynes of conjugated enynes containing a terminal triple bond undergo the Zr Te exchange reaction by treatment with C4H9TeBr or C4H9Tel in THF at− 78° C. The Zr Te exchange reaction proceeds with total retention of configuration and with complete stereoselectivity at the carbon 1, furnishing (E)-butyltelluro alkenes (64-86% yields) and (E)-1-butylteluro-1, 3 ...