Catalytic asymmetric carbenoid α-C-H insertion of ether

被引：1

作者：

Li, Xin ^{[1
]}

Yue, San-Hong ^{[2
]}

Tan, Zi-Yang ^{[1
]}

Liu, Shu-Bo ^{[2
]}

Luo, De-Xiang ^{[1
]}

Zhou, Ying-Jun ^{[1
]}

Liang, Xiao-Wei ^{[2
]}

机构：

[1] Cent South Univ, Xiangya Sch Pharmaceut Sci, Changsha 410013, Peoples R China

[2] Cent South Univ, Xiangya Hosp, Hunan Key Lab Skin Canc & Psoriasis, Changsha 410013, Peoples R China

来源：

RSC ADVANCES | 2024年 / 14卷 / 21期

基金：

中国国家自然科学基金; 中国博士后科学基金;

关键词：

CHIRAL IRIDIUM(III) COMPLEX; CARBON-HYDROGEN INSERTION; ENANTIOSELECTIVE SYNTHESIS; LONDON DISPERSION; BISMUTH-RHODIUM; SILYL ETHERS; FUNCTIONALIZATION; ACTIVATION; ARYLDIAZOACETATES; DECOMPOSITION;

D O I：

10.1039/d4ra02206h

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Significant advancements have been made in catalytic asymmetric alpha-C-H bond functionalization of ethers via carbenoid insertion over the past decade. Effective asymmetric catalytic systems, featuring a range of chiral metal catalysts, have been established for the enantioselective synthesis of diverse ether substrates. This has led to the generation of various enantioenriched, highly functionalized oxygen-containing structural motifs, facilitating their application in the asymmetric synthesis of bioactive natural products. Significant advancements have been made in catalytic asymmetric alpha-C-H bond functionalization of ethers via carbenoid insertion over the past decade.

引用

页码：15167 / 15177

页数：11

共 81 条

[1] RHODIUM ACETATE CATALYZES THE ADDITION OF CARBENOIDS ALPHA-OXYGENS TO ETHER OXYGENS
ADAMS, J
POUPART, MA
GRENIER, L
SCHALLER, C
OUIMET, N
FRENETTE, R
[J]. TETRAHEDRON LETTERS, 1989, 30 (14) : 1749 - 1752
[2] Progress and prospects in copper-catalyzed C-H functionalization
Aneeja, Thaipparambil
Neetha, Mohan
Afsina, C. M. A.
Anilkumar, Gopinathan
[J]. RSC ADVANCES, 2020, 10 (57) : 34429 - 34458
[3] Transition metal-catalysed directed C-H functionalization with nucleophiles
Barranco, Sergio
Zhang, Jiayu
Lopez-Resano, Sara
Casnati, Alessandra
Perez-Temprano, Monica H.
[J]. NATURE SYNTHESIS, 2022, 1 (11): : 841 - 853
[4] Rapid Construction of a Benzo-Fused Indoxamycin Core Enabled by Site-Selective C-H Functionalizations
Bedell, T. Aaron
Hone, Graham A. B.
Valette, Damien
Yu, Jin-Quan
Davies, Huw M. L.
Sorensen, Erik J.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (29) : 8270 - 8274
[5] Transition Metal Catalyzed Insertion Reactions with Donor/Donor Carbenes
Bergstrom, Benjamin D.
Nickerson, Leslie A.
Shaw, Jared T.
Souza, Lucas W.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (13) : 6864 - 6878
[6] Leveraging Regio- and Stereoselective C(sp3)-H Functionalization of Silyl Ethers to Train a Logistic Regression Classification Model for Predicting Site-Selectivity Bias
Boni, Yannick T.
Cammarota, Ryan C.
Liao, Kuangbiao
Sigman, Matthew S.
Davies, Huw M. L.
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2022, 144 (34) : 15549 - 15561
[7] Chiral Bismuth-Rhodium Paddlewheel Complexes Empowered by London Dispersion: The C-H Functionalization Nexus
Buchsteiner, Michael
Singha, Santanu
Decaens, Jonathan
Fuerstner, Alois
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (45)
[8] Palladium(II)-Catalyzed C-H Activation/C-C Cross-Coupling Reactions: Versatility and Practicality
Chen, Xiao
Engle, Keary M.
Wang, Dong-Hui
Yu, Jin-Quan
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (28) : 5094 - 5115
[9] Rhodium-Catalyzed C-C Bond Formation via Heteroatom-Directed C-H Bond Activation
Colby, Denise A.
Bergman, Robert G.
Ellman, Jonathan A.
[J]. CHEMICAL REVIEWS, 2010, 110 (02) : 624 - 655
[10] Palladium- and Copper-Catalyzed Arylation of Carbon-Hydrogen Bonds
Daugulis, Olafs
Do, Hien-Quang
Shabashov, Dmitry
[J]. ACCOUNTS OF CHEMICAL RESEARCH, 2009, 42 (08) : 1074 - 1086

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