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Data · dataset · 2026

Palladium-Catalyzed Directed Asymmetric C–H Arylation Leading to a P‑Stereogenic Center

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A novel -OH group-directed asymmetric catalytic C(sp<sup>2</sup>)–H arylation has been developed, enabling efficient access to P-stereogenic chiral compounds with excellent yields (up to 90%) and enantioselectivity (up to 98% ee).

Description

The success of this C–H functionalization system relies on the synergistic coordination of a phenolic hydroxyl functionality and (<i>S</i>)-6-oxopiperidine-2-carboxylic acid with the Pd metal center, which acts as the efficient directing group and chiral ligand.

The reaction demonstrated a broad substrate scope, affording a diverse array of 30 distinct P-chiral products. The absolute configuration of the products was unambiguously confirmed via X-ray diffraction analysis. Furthermore, a plausible catalytic cycle mechanism has been proposed, which is supported by detailed experimental studies and DFT calculations.

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Where it is published

Catalogue records · 1

Topics

Inferred from text
Density functional theory 65% · Organic chemistry 69%
Provenance · 1 source records, 9 field assertions
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