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Regioselective Wacker-Type Oxidation of Internal Olefins in tBuOH Using Oxygen as the Sole Oxidant and tBuONO as the Organic Redox Cocatalyst.
Org Lett. 2020 Jan 23 [Online ahead of print]OL

Abstract

A regioselective Wacker-Tsuji oxidation of internal olefins in tBuOH has been developed using oxygen as the terminal oxidant and tert-butyl nitrite as the simple organic redox cocatalyst without the involvement of hazardous cocatalysts or harsh reaction conditions. A series of internal olefins bearing various functional groups can be oxidized to the corresponding substituted ketones in generally good yields with high regioselectivities.

Authors+Show Affiliations

Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering , Nanjing Tech University , Nanjing 211816 , China.Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering , Nanjing Tech University , Nanjing 211816 , China.Department of Chemistry , University of Science and Technology of China , Hefei , Anhui 230026 , China.Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering , Nanjing Tech University , Nanjing 211816 , China.Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering , Nanjing Tech University , Nanjing 211816 , China.Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering , Nanjing Tech University , Nanjing 211816 , China.Department of Chemistry , University of Science and Technology of China , Hefei , Anhui 230026 , China.

Pub Type(s)

Journal Article

Language

eng

PubMed ID

31971810

Citation

Huang, Qing, et al. "Regioselective Wacker-Type Oxidation of Internal Olefins in tBuOH Using Oxygen as the Sole Oxidant and tBuONO as the Organic Redox Cocatalyst." Organic Letters, 2020.
Huang Q, Li YW, Ning XS, et al. Regioselective Wacker-Type Oxidation of Internal Olefins in tBuOH Using Oxygen as the Sole Oxidant and tBuONO as the Organic Redox Cocatalyst. Org Lett. 2020.
Huang, Q., Li, Y. W., Ning, X. S., Jiang, G. Q., Zhang, X. W., Qu, J. P., & Kang, Y. B. (2020). Regioselective Wacker-Type Oxidation of Internal Olefins in tBuOH Using Oxygen as the Sole Oxidant and tBuONO as the Organic Redox Cocatalyst. Organic Letters. https://doi.org/10.1021/acs.orglett.9b04503
Huang Q, et al. Regioselective Wacker-Type Oxidation of Internal Olefins in tBuOH Using Oxygen as the Sole Oxidant and tBuONO as the Organic Redox Cocatalyst. Org Lett. 2020 Jan 23; PubMed PMID: 31971810.
* Article titles in AMA citation format should be in sentence-case
TY - JOUR T1 - Regioselective Wacker-Type Oxidation of Internal Olefins in tBuOH Using Oxygen as the Sole Oxidant and tBuONO as the Organic Redox Cocatalyst. AU - Huang,Qing, AU - Li,Ya-Wei, AU - Ning,Xiao-Shan, AU - Jiang,Guo-Qing, AU - Zhang,Xiao-Wei, AU - Qu,Jian-Ping, AU - Kang,Yan-Biao, Y1 - 2020/01/23/ PY - 2020/1/24/entrez PY - 2020/1/24/pubmed PY - 2020/1/24/medline JF - Organic letters JO - Org. Lett. N2 - A regioselective Wacker-Tsuji oxidation of internal olefins in tBuOH has been developed using oxygen as the terminal oxidant and tert-butyl nitrite as the simple organic redox cocatalyst without the involvement of hazardous cocatalysts or harsh reaction conditions. A series of internal olefins bearing various functional groups can be oxidized to the corresponding substituted ketones in generally good yields with high regioselectivities. SN - 1523-7052 UR - https://www.unboundmedicine.com/medline/citation/31971810/Regioselective_Wacker-Type_Oxidation_of_Internal_Olefins_in__t_BuOH_Using_Oxygen_as_the_Sole_Oxidant_and__t_BuONO_as_the_Organic_Redox_Cocatalyst L2 - https://dx.doi.org/10.1021/acs.orglett.9b04503 DB - PRIME DP - Unbound Medicine ER -
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