Catalytic generation of <i>ortho</i>-quinone dimethides <i>via</i> donor/donor rhodium carbenes-Reference-Cited by-同舟云学术

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Catalytic generation of ortho-quinone dimethides via donor/donor rhodium carbenes

Published:2023 Issue:23 Volume:14 Page:6443-6448
ISSN:2041-6520
Container-title:Chemical Science
language:en
Short-container-title:Chem. Sci.

Author:

Gao Mingchun¹^ORCID,Ruiz Jose M.¹^ORCID,Jimenez Emily¹^ORCID,Lo Anna¹^ORCID,Laconsay Croix J.¹^ORCID,Fettinger James C.¹^ORCID,Tantillo Dean J.¹^ORCID,Shaw Jared T.¹^ORCID

Affiliation:

1. Department of Chemistry, University of California, One Shields Avenue, Davis, California 95616, USA

Abstract

Substrates engineered to undergo a 1,4-C–H insertion to yield benzocyclobutenes resulted in a novel elimination reaction to yield ortho-quinone dimethide (o-QDM) products that undergo Diels–Alder or hetero-Diels–Alder cycloadditions.

Funder

National Institute of General Medical Sciences

National Science Foundation

Publisher

Royal Society of Chemistry (RSC)

Subject

General Chemistry

Link

http://pubs.rsc.org/en/content/articlepdf/2023/SC/D3SC00734K

Reference24 articles.

1. Transition Metal Catalyzed Insertion Reactions with Donor/Donor Carbenes

2. Cross-Coupling Reactions Involving Metal Carbene: From C═C/C–C Bond Formation to C–H Bond Functionalization

3. Guiding principles for site selective and stereoselective intermolecular C–H functionalization by donor/acceptor rhodium carbenes

4. Catalytic Carbene Insertion into C−H Bonds

5. Catalytic C–H functionalization by metal carbenoid and nitrenoid insertion

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