Stereoisomerically pure (Z)- and (E)-alkyl 2-bromo-3-(hetero)arylpropenoates, (Z)- and (E)-2, have been efficiently and selectively prepared by Pd(0)-mediated cross-coupling reaction between (hetero)arylzinc halides, 5, and easily available (Z)- and (E)-alkyl 2,3-dibromopropenoates, (Z)- and (E)-4, respectively. Compounds (Z)- and (E)-2 serve as useful precursors to stereoisomerically pure trisubstituted (E)- and (Z)-alpha,beta-unsaturated esters, respectively.

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

BELLINA, FABIO;CARPITA, ADRIANO;
1994

Abstract

Stereoisomerically pure (Z)- and (E)-alkyl 2-bromo-3-(hetero)arylpropenoates, (Z)- and (E)-2, have been efficiently and selectively prepared by Pd(0)-mediated cross-coupling reaction between (hetero)arylzinc halides, 5, and easily available (Z)- and (E)-alkyl 2,3-dibromopropenoates, (Z)- and (E)-4, respectively. Compounds (Z)- and (E)-2 serve as useful precursors to stereoisomerically pure trisubstituted (E)- and (Z)-alpha,beta-unsaturated esters, respectively.
Bellina, Fabio; Carpita, Adriano; Desantis, M; Rossi, R.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11568/204251
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