2 research outputs found
Two Approaches in the Synthesis of Planar Chiral Azinylferrocenes
Two
synthetic routes to the chiral azinylferrocenes (CAFs) <b>5</b> and <b>15</b>, key intermediates for the synthesis of new
enantiomerically enriched <i>P</i>,<i>N</i>-ligands,
have been compared. The first approach is based on the palladium-catalyzed
cross-coupling reaction of halogenated azines with organozinc derivatives
of ferrocenes (the Negishi reaction). The second approach exploits
a new synthetic methodology, which provides a shorter pathway, through
the direct C–H functionalization of aromatics by the C–C
coupling of halogen-free (hetero)Âarenes with lithium ferrocenes bearing
stereogenic C and S atoms. The palladium complexes of <i>P</i>,<i>N</i>-ligands have been used as catalysts for the Tsuji–Trost
reaction, which proceeds with high enantioselectivity to give allylic
substitution products in good yields
Two Approaches in the Synthesis of Planar Chiral Azinylferrocenes
Two
synthetic routes to the chiral azinylferrocenes (CAFs) <b>5</b> and <b>15</b>, key intermediates for the synthesis of new
enantiomerically enriched <i>P</i>,<i>N</i>-ligands,
have been compared. The first approach is based on the palladium-catalyzed
cross-coupling reaction of halogenated azines with organozinc derivatives
of ferrocenes (the Negishi reaction). The second approach exploits
a new synthetic methodology, which provides a shorter pathway, through
the direct C–H functionalization of aromatics by the C–C
coupling of halogen-free (hetero)Âarenes with lithium ferrocenes bearing
stereogenic C and S atoms. The palladium complexes of <i>P</i>,<i>N</i>-ligands have been used as catalysts for the Tsuji–Trost
reaction, which proceeds with high enantioselectivity to give allylic
substitution products in good yields