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The systematic investigation of substrate-bound α-amino acid auxiliaries has resulted in catalytic asymmetric C-H functionalization of cyclopropanes enabled by amino acid amides as chiral bidentate directing groups. The use of an Ile-NH 2 auxiliary embedded in the substrate provided excellent levels of asymmetric induction (diastereomeric ratio of up to 72 : 1) in the Pd(ii)-catalyzed β-methylene C(sp 3 )-H bond activation of cyclopropanes and cross-coupling with aryl iodides.

Asymmetric C–H functionalization of cyclopropanes using an isoleucine-NH2 bidentate directing group

Asymmetric C–H functionalization of cyclopropanes using an isoleucine-NH₂ bidentate directing group