Selective Aerobic Oxygenation of Tertiary Allylic Alcohols with Molecular Oxygen.

allylic compounds chemoselectivity copper oxygen rearrangements

Journal

Angewandte Chemie (International ed. in English)
ISSN: 1521-3773
Titre abrégé: Angew Chem Int Ed Engl
Pays: Germany
ID NLM: 0370543

Informations de publication

Date de publication:
05 08 2019
Historique:
received: 26 03 2019
revised: 30 04 2019
pubmed: 28 5 2019
medline: 28 5 2019
entrez: 28 5 2019
Statut: ppublish

Résumé

Aerobic epoxidation of tertiary allylic alcohols remains a significant challenge. Reported here is an efficient and highly chemoselective copper-catalyzed epoxidation and semipinacol rearrangement reaction of tertiary allylic alcohols with molecular oxygen. The solvent 1,4-dioxane activates dioxygen, thereby precluding the addition of a sacrificial reductant.

Identifiants

pubmed: 31131518
doi: 10.1002/anie.201903690
doi:

Types de publication

Journal Article Research Support, Non-U.S. Gov't

Langues

eng

Sous-ensembles de citation

IM

Pagination

11028-11032

Subventions

Organisme : the National Basic Research Program of China
ID : 2015CB856600
Pays : International
Organisme : the National Natural Science Foundation of China
ID : 21632001, 81821004
Pays : International
Organisme : the National Natural Science Foundation of China
ID : 21871011
Pays : International
Organisme : the Drug Innovation Major Project
ID : 2018ZX09711-001
Pays : International
Organisme : the Open Research Fund of Shanghai Key Laboratory of Green Chemistry and Chemical Processes
ID : the Open Research Fund
Pays : International

Informations de copyright

© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Auteurs

Bencong Zhu (B)

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing, 100191, China.

Tao Shen (T)

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing, 100191, China.

Xiaoqiang Huang (X)

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing, 100191, China.

Yuchao Zhu (Y)

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing, 100191, China.

Song Song (S)

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing, 100191, China.

Ning Jiao (N)

State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing, 100191, China.
State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai, 200032, China.

Classifications MeSH