Enantioselective Synthesis of P-Chiral Phosphine Oxides Bearing an All-Carbon Quaternary Stereogenic Center via Palladium-Catalyzed Domino Heck-Suzuki Reaction

被引：3

作者：

Zhao, Siyu ^{[1
]}

Liu, Jiahao ^{[1
]}

Xu, Xunfang ^{[1
]}

Chen, Xuemei ^{[1
]}

Kato, Terumasa ^{[1
,2
,3
]}

Wang, Zhe ^{[1
,2
]}

Liu, Yan ^{[1
,2
]}

Maruoka, Keiji ^{[1
,2
,3
]}

机构：

[1] Guangdong Univ Technol, Sch Chem Engn & Light Ind, Guangzhou 510006, Peoples R China

[2] Guangdong Univ Technol, Guangdong Prov Key Lab Plant Resources Biorefinery, Guangzhou 510006, Peoples R China

[3] Kyoto Univ, Grad Sch Pharmaceut Sci, Lab Organocatalyt Chem, Kyoto 6068501, Japan

来源：

ACS CATALYSIS | 2024年 / 14卷 / 19期

基金：

中国国家自然科学基金;

关键词：

palladium catalysis; domino Heck; P-stereogenic centers; desymmetrization; all-carbonquaternary stereocenters; ASYMMETRIC-SYNTHESIS; ARYLATION; DESYMMETRIZATION; STEREOCENTERS; CONSTRUCTION; PHOSPHORUS;

D O I：

10.1021/acscatal.4c04958

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

An approach has been developed for the enantioselective synthesis of P-chiral phosphine oxides bearing an all-carbon quaternary stereogenic center via a Pd-catalyzed domino Heck-Suzuki reaction. The origin of the mechanistic preference leading to high diastereo- and enantioselectivities under the Pd catalysis based on a TADDOL-derived phosphoramidite ligand was rationalized on the basis of DFT calculations.

引用

页码：14762 / 14768

页数：7

共 26 条

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