Author/Authors :
Lyubimov، نويسنده , , Sergey E. and Davankov، نويسنده , , Vadim A. and Gavrilov، نويسنده , , Konstantin N. and Grishina، نويسنده , , Tatiana B. and Rastorguev، نويسنده , , Eugenie A. and Tyutyunov، نويسنده , , Andrey A. and Verbitskaya، نويسنده , , Tatiana A. and Kalinin، نويسنده , , Valery N. and Hey-Hawkins، نويسنده , , Evamarie، نويسنده ,
Abstract :
New chiral diamidophosphite ligands containing electron-donating 9-meta-carborane and electron-withdrawing 1-meta-carborane substituents have been synthesized. The ligand 3a with an electron-donating group demonstrated high enantioselectivity in Pd-catalyzed allylic substitution reactions with C-, S- and N-nucleophiles (up to 98% ee). The isomeric diamidophosphite 3b bearing an electron-withdrawing substituent showed in all cases, moderate-to-poor conversion and lower enantioselectivity.
Keywords :
PALLADIUM , Carboranyldiamidophosphites , asymmetric allylic alkylation , Electronic effect