Copper-Catalyzed Dynamic Kinetic Asymmetric Arylation of Secondary Phosphine-Boranes for the Synthesis of P(III)-Stereogenic Centers

被引：0

作者：

Wang, Xue ^{[1
,2
]}

Jin, Xiao ^{[1
,2
,3
]}

Ge, Lei ^{[1
,2
]}

Wang, Deyin ^{[1
,2
]}

Zhang, Chun ^{[1
,2
,3
]}

Wang, Zhen ^{[1
,2
,3
]}

Shi, Xiaowei ^{[1
,2
,3
]}

Yang, Wenqiang ^{[1
,2
,3
]}

机构：

[1] Linyi Univ, Coll Med, Linyi 276000, Shandong, Peoples R China

[2] Linyi Univ, Coll Chem & Chem Engn, Linyi 276000, Shandong, Peoples R China

[3] Shandong Prov Key Lab Biol Preparat & Applicat Tec, Linyi 276000, Shandong, Peoples R China

来源：

ORGANIC LETTERS | 2025年 / 27卷 / 12期

基金：

中国国家自然科学基金;

关键词：

P-STEREOGENIC PHOSPHINES; ENANTIOSELECTIVE SYNTHESIS; OXIDES; LIGANDS; ALKYLATION; HYDROPHOSPHINATION; STEREOCHEMISTRY; HETEROCYCLES; RESOLUTION; MECHANISM;

D O I：

10.1021/acs.orglett.5c00682

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Transition-metal-catalyzed asymmetric C-P(III) bond formation is a direct method for the construction of P(III)-stereogenic centers; however, achieving high enantioselectivity remains a challenge. Herein, an unprecedented Cu-catalyzed dynamic kinetic resolution of secondary phosphine-boranes was successfully developed. This asymmetric C-P(BH3) coupling reaction provided the direct and highly enantioselective synthesis of P(III)-stereogenic centers, enabling the formation of chiral medium-sized benzophosphine-boranes (7-10-membered cycles). A mechanism of dynamic kinetic resolution involving the unusual rapid racemization of secondary phosphine-boranes has been proposed.

引用

页码：3024 / 3030

页数：7

共 39 条

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