Enantioselective\nSynthesis of <i>P</i>‑Chiral\nPhosphine Oxides Bearing an All-Carbon Quaternary Stereogenic Center\nvia Palladium-Catalyzed Domino Heck–Suzuki Reaction

An approach has been developed for the enantioselective\nsynthesis\nof <i>P</i>-chiral phosphine oxides bearing an all-carbon\nquaternary stereogenic center via a Pd-catalyzed domino Heck–Suzuki\nreaction. The origin of the mechanistic preference leading to high\ndiastereo- and enantioselectivities under the Pd catalysis based on\na TADDOL-derived phosphoramidite ligand was rationalized on the basis\nof DFT calculations.

Publication Details

Journal
Figshare
Published
2024-09-20
DOI
https://doi.org/10.1021/acscatal.4c04958.s001
Primary Topic
Catalytic Cross-Coupling Reactions
Type
article
Field-Weighted Citation Impact
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article

Enantioselective\nSynthesis of P‑Chiral\nPhosphine Oxides Bearing an All-Carbon Quaternary Stereogenic Center\nvia Palladium-Catalyzed Domino Heck–Suzuki Reaction

Figshare
Catalytic Cross-Coupling Reactions
article

Enantioselective\nSynthesis of P‑Chiral\nPhosphine Oxides Bearing an All-Carbon Quaternary Stereogenic Center\nvia Palladium-Catalyzed Domino Heck–Suzuki Reaction

article en

Abstract

An approach has been developed for the enantioselective\nsynthesis\nof <i>P</i>-chiral phosphine oxides bearing an all-carbon\nquaternary stereogenic center via a Pd-catalyzed domino Heck–Suzuki\nreaction. The origin of the mechanistic preference leading to high\ndiastereo- and enantioselectivities under the Pd catalysis based on\na TADDOL-derived phosphoramidite ligand was rationalized on the basis\nof DFT calculations.

Figshare
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Catalytic Cross-Coupling Reactions
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Enantioselective\nSynthesis of <i>P</i>‑Chiral\nPhosphine Oxides Bearing an All-Carbon Quaternary Stereogenic Center\nvia Palladium-Catalyzed Domino Heck–Suzuki Reaction · Figshare (2024) | TGRS Research Map | TGRS