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;
1994-01-01
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.File in questo prodotto:
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