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.

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