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P,O-Bidentate Phosphino-Phenol Ligands for Palladium-Catalyzed Asymmetric Allylic Alkylation

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Starting from (R)-BINOL, six phosphino-phenol P,O-bidentate ligands were designed and synthesized in 29–43% yields. Their catalytic performance was investigated in the palladium-catalyzed asymmetric allylic alkylation of malonates, wherein most of the ligands showed good activity and enantioselectivity. Notably, 2'-(bis(4-methoxyphenyl)phosphaneyl)-[1,1'-binaphthalen]-2-ol (4d) emerged as the optimal ligand, affording the allylic alkylation product in up to 98% yield and up to 97% ee under the optimized conditions.
Title: P,O-Bidentate Phosphino-Phenol Ligands for Palladium-Catalyzed Asymmetric Allylic Alkylation
Description:
Starting from (R)-BINOL, six phosphino-phenol P,O-bidentate ligands were designed and synthesized in 29–43% yields.
Their catalytic performance was investigated in the palladium-catalyzed asymmetric allylic alkylation of malonates, wherein most of the ligands showed good activity and enantioselectivity.
Notably, 2'-(bis(4-methoxyphenyl)phosphaneyl)-[1,1'-binaphthalen]-2-ol (4d) emerged as the optimal ligand, affording the allylic alkylation product in up to 98% yield and up to 97% ee under the optimized conditions.

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