Tetrahedron

Palladium-mediated cross-coupling reactions involving 3-substituted alkyl (E)-2, 3-dibromopropenoates and arylzinc or aryltin derivatives

R Rossi, F Bellina, A Carpita, F Mazzarella

Index: Rossi, Renzo; Bellina, Fabio; Carpita, Adriano; Mazzarella, Felice Tetrahedron, 1996 , vol. 52, # 11 p. 4095 - 4110

Full Text: HTML

Citation Number: 37

Abstract

Stereodefined unsymmetrically 3, 3-disubstituted alkyl 2-bromopropenoates, 5, were regioselectively prepared by Pd-mediated reactions between 3-alkyl, 3-aryl and 3- alkoxycarbonyl substituted (E)-2, 3-dibromopropenoates,(E)-7, and aryl or 1-alkynylzinc chlorides. The stereospecificity of these reactions was found to be dependent on the type of substituent present in the 3-position of (E)-7. The (E)-stereochemistry of compounds 5b, ...