HIGHLY REGIOSELECTIVE PALLADIUM-MEDIATED SYNTHESIS OF STEREOISOMERICALLY PURE (Z)-ALKYL AND (E)-ALKYL 2-BROMO-3-(HETERO)ARYLPROPENOATES

Authors
BELLINA F CARPITA A DESANTIS M ROSSI R
Citation
F. Bellina et al., HIGHLY REGIOSELECTIVE PALLADIUM-MEDIATED SYNTHESIS OF STEREOISOMERICALLY PURE (Z)-ALKYL AND (E)-ALKYL 2-BROMO-3-(HETERO)ARYLPROPENOATES, Tetrahedron letters, 35(37), 1994, pp. 6913-6916
Citations number
15
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
37
Year of publication
1994
Pages
6913 - 6916
Database
ISI
SICI code
0040-4039(1994)35:37<6913:HRPSOS>2.0.ZU;2-1
Abstract
Stereoisomerically pure (Z)- and (E)-alkyl 2-bromo-3-(hetero)arylprope noates, (Z)- and (E)-2, have been efficiently and selectively prepared by Pd(0)-mediated cross-coupling reaction between (hetero)arylzinc ha lides, 5, and easily available (Z)- and (E)-alkyl 2,3-dibromopropenoat es, (Z)- and (E)-4, respectively. Compounds (Z)- and (E)-2 serve as us eful precursors to stereoisomerically pure trisubstituted (E)- and (Z) -alpha,beta-unsaturated esters, respectively.