Palladium-catalyzed asymmetric addition of arylboronic acids to nitrostyrenes

Organic Letters
Qun HeWanbin Zhang

Abstract

A palladium-catalyzed asymmetric addition of arylboronic acids to nitrostyrene is reported. The catalytic system employing iPr-IsoQuinox as a chiral ligand in MeOH solvent under an air atmosphere provides the chiral diarylsubstituted products in high yields with good enantioselectivities. A variety of functionalized nitrostyrenes can be used, and the method tolerates some variation in arylboronic acid scope. The stereochemical outcome can be explained using a stereochemical model.

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