Enantioselective Propargylic Substitution Reactions via Transition Metal–Allenylidene Complexes as Key Intermediates DOI Creative Commons
Yoshiaki Tanabe, Yoshiaki Nishibayashi

Coordination chemistry research., Год журнала: 2024, Номер unknown, С. 100003 - 100003

Опубликована: Дек. 1, 2024

Язык: Английский

Copper-Catalyzed Asymmetric Yne-Allylic Substitution Using Electron-Rich Arenes DOI

Defu Luo,

Shengtong Niu,

Fan Gong

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(4), С. 2746 - 2757

Опубликована: Фев. 7, 2024

Remote stereocontrol in transition-metal catalysis is a challenging but interesting research topic. In this work, we achieved copper-catalyzed asymmetric yne-allylic substitution using electron-rich arenes and acyclic carbonates through remote enantioselectivity control. The reaction delivers variety of enantioenriched products that contain diverse set valuable moieties, such as conjugated enynes, indoles, indolizines, allenes, dihydrofurans, which are widely used organic synthesis act key units bioactive molecules natural products. synthetic value protocol has been demonstrated series further transformations, mechanistic studies have conducted to gain more insight into the reaction.

Язык: Английский

Процитировано

23

Asymmetric copper-catalyzed alkynylallylic monofluoroalkylations with fluorinated malonates DOI Creative Commons
Han-Yu Lu,

Zi‐Han Li,

Guo‐Qiang Lin

и другие.

Chemical Communications, Год журнала: 2024, Номер 60(31), С. 4210 - 4213

Опубликована: Янв. 1, 2024

The unprecedented copper-catalyzed asymmetric alkynylallylic monofluoroalkylation reaction is described

Язык: Английский

Процитировано

13

Enantioselective Copper-Catalyzed Dearomative Spiroannulation of β-Naphthols or Indoles with Yne-Allylic Esters DOI
Ruinan Zhao, Shuang Deng,

Rongkang Huang

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(12), С. 9254 - 9264

Опубликована: Июнь 3, 2024

Catalytic asymmetric dearomatization reactions of α-unsubstituted β-naphthols are very challenging due to the high energy barrier resulting from loss aromaticity. Herein, we describe an example enantioselective catalytic dearomative spiroannulation with yne-allylic esters. The success this reaction relied on copper-catalyzed remote strategy using esters as bis-electrophilic reagents. This transformation features mild conditions, broad functional group tolerance, and extensive substrate scope, thereby facilitating efficient construction array enantioenriched naphthalene-2-one spiroindolenine derivatives. Experimental studies density theory calculations establish pathway origin stereoselectivity.

Язык: Английский

Процитировано

12

Recent advances in copper-catalyzed asymmetric propargylic substitution DOI Creative Commons
Meng‐Die Li, Xinru Wang, Tao‐Yan Lin

и другие.

Tetrahedron Chem, Год журнала: 2024, Номер 11, С. 100082 - 100082

Опубликована: Июль 3, 2024

Язык: Английский

Процитировано

11

Ligand-Controlled Copper-Catalyzed Regiodivergent Sulfonylation of Yne-Vinyl Allylic Esters with Sodium Sulfinates DOI

Hui Zhu,

Mingshuai Shen, Zihan Wang

и другие.

ACS Catalysis, Год журнала: 2025, Номер unknown, С. 2415 - 2423

Опубликована: Янв. 27, 2025

Язык: Английский

Процитировано

1

Copper-Catalyzed Remote Asymmetric Yne-Allylic Substitution of Yne-Allylic Esters with Anthrones DOI
Tao‐Yan Lin, Meng‐Die Li, Rui Wang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(27), С. 5758 - 5763

Опубликована: Июль 1, 2024

Anthrones are key structural motifs in many natural products and pharmaceutical chemicals. However, due to its unique tricyclic aromatic structure, the synthetic space for development of chiral anthrone derivatives is largely limited. By utilizing potential copper-catalyzed remote asymmetric yne-allylic substitution reaction, we describe first example highly regio- enantioselective on various esters with anthrones under a mild reaction condition, which afforded range enantioenriched 1,3-enynes exhibiting broad functional group tolerance across 51 examples.

Язык: Английский

Процитировано

7

Copper-Catalyzed Dual Remote Asymmetric Vinylogous Alkynylallylic Substitution of Yne-Allylic Esters with Coumarins DOI
Xinru Wang, Meng‐Die Li, Zihan Wang

и другие.

Organic Letters, Год журнала: 2024, Номер 26(30), С. 6407 - 6412

Опубликована: Июль 19, 2024

Chiral coumarins and their derivatives are ubiquitous structural motifs found in an array of biologically therapeutically active natural products drugs. Herein, a highly enantioselective dual remote copper-catalyzed vinylogous alkynylallylic substitution yne-allylic esters with has been developed. The practicality this method is exemplified by the use readily available starting materials; mild reaction conditions; excellent regio-, enantio-, stereoselectivities; very broad substrate scope (67 examples), while scalability further applications illustrated gram-scale series derivations products.

Язык: Английский

Процитировано

7

Asymmetric Multicomponent Propargylations via Carbon Dioxide Shuttling and Fixation DOI

Zi‐Han Li,

Jiang-Shan Ma,

Han-Yu Lu

и другие.

ACS Catalysis, Год журнала: 2024, Номер 14(15), С. 11646 - 11656

Опубликована: Июль 22, 2024

Язык: Английский

Процитировано

7

Copper-catalyzed Larock-type cyclization/debenzylation of yne-allylic esters with aliphatic amines DOI

Rongkang Huang,

Yuepeng Lu,

Feng Xu

и другие.

Science China Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 20, 2025

Язык: Английский

Процитировано

1

Copper-catalyzed asymmetric [4 + 1] annulation of yne-allylic esters with pyrazolones DOI

Guang Xu,

Cuiju Zhu, Xiang Li

и другие.

Chinese Chemical Letters, Год журнала: 2024, Номер unknown, С. 110114 - 110114

Опубликована: Июнь 1, 2024

Язык: Английский

Процитировано

6