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Literature DB >> 22800571

Enantioselective metal/organo-catalyzed aerobic oxidative sp3 C-H olefination of tertiary amines using molecular oxygen as the sole oxidant.

Gen Zhang¹, Yunxia Ma, Shoulei Wang, Yaohu Zhang, Rui Wang.

Abstract

An organocatalysis/copper-catalyzed asymmetric oxidative sp(3) C-H olefination reaction of tertiary amines with olefins using molecular oxygen as the sole oxidant under mild conditions was realized for the first time. This novel strategy provides an efficient and environmentally friendly way to access diversify optically active C(1)-alkene tetrahydroisoquinoline derivatives.

Entities: Chemical

Mesh：

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Year: 2012 PMID： 22800571 DOI： 10.1021/ja303333k

Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419

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Cited

7 in total

1. Asymmetric cross-dehydrogenative coupling enabled by the design and application of chiral triazole-containing phosphoric acids.

Authors: Andrew J Neel; Jörg P Hehn; Pascal F Tripet; F Dean Toste
Journal: J Am Chem Soc Date: 2013-09-11 Impact factor: 15.419

Review 2. Aerobic copper-catalyzed organic reactions.

Authors: Scott E Allen; Ryan R Walvoord; Rosaura Padilla-Salinas; Marisa C Kozlowski
Journal: Chem Rev Date: 2013-06-20 Impact factor: 60.622

3. Cross-dehydrogenative coupling enables enantioselective access to CF₃-substituted all-carbon quaternary stereocenters.

Authors: Xiaoguang Pan; Zehua Wang; Linglong Kan; Ying Mao; Yasheng Zhu; Lei Liu
Journal: Chem Sci Date: 2020-01-29 Impact factor: 9.825

Enantioselective metal/organo-catalyzed aerobic oxidative sp3 C-H olefination of tertiary amines using molecular oxygen as the sole oxidant.

1. Asymmetric cross-dehydrogenative coupling enabled by the design and application of chiral triazole-containing phosphoric acids.

Review 2. Aerobic copper-catalyzed organic reactions.

3. Cross-dehydrogenative coupling enables enantioselective access to CF₃-substituted all-carbon quaternary stereocenters.

4. Dual C-H functionalization of N-aryl amines: synthesis of polycyclic amines via an oxidative Povarov approach.

5. Catalytic enantioselective oxidative coupling of saturated ethers with carboxylic acid derivatives.

6. Toward Rational Understandings of α-C-H Functionalization: Energetic Studies of Representative Tertiary Amines.

7. TBAI-Catalyzed Oxidative Coupling of Benzyl Ketones to Synthesize 2,3-Diaryl-1,4-Diketones in Water.

Enantioselective metal/organo-catalyzed aerobic oxidative sp3 C-H olefination of tertiary amines using molecular oxygen as the sole oxidant.

1. Asymmetric cross-dehydrogenative coupling enabled by the design and application of chiral triazole-containing phosphoric acids.

Review 2. Aerobic copper-catalyzed organic reactions.

3. Cross-dehydrogenative coupling enables enantioselective access to CF3-substituted all-carbon quaternary stereocenters.

4. Dual C-H functionalization of N-aryl amines: synthesis of polycyclic amines via an oxidative Povarov approach.

5. Catalytic enantioselective oxidative coupling of saturated ethers with carboxylic acid derivatives.

6. Toward Rational Understandings of α-C-H Functionalization: Energetic Studies of Representative Tertiary Amines.

7. TBAI-Catalyzed Oxidative Coupling of Benzyl Ketones to Synthesize 2,3-Diaryl-1,4-Diketones in Water.

3. Cross-dehydrogenative coupling enables enantioselective access to CF₃-substituted all-carbon quaternary stereocenters.