Nucleophilic vinylic substitution in bicyclic methyleneaziridines: SNVπ or SNVσ?-Reference-Cited by-同舟云学术

Nucleophilic vinylic substitution in bicyclic methyleneaziridines: SNVπ or SNVσ?

Published:2021 Issue:20 Volume:45 Page:9020-9025
ISSN:1144-0546
Container-title:New Journal of Chemistry
language:en
Short-container-title:New J. Chem.

Author:

Palchykov Vitalii¹²³⁴^ORCID,Dale Peter C.⁵⁶⁷⁸⁹^ORCID,Robertson Jeremy⁵⁶⁷⁸⁹^ORCID

Affiliation:

1. Research Institute of Chemistry and Geology

2. Oles Honchar Dnipro National University

3. Dnipro 49010

4. Ukraine

5. Department of Chemistry

6. University of Oxford

7. Chemistry Research Laboratory

8. Oxford OX1 3TA

9. UK

Abstract

A stereoselective synthesis of the monodeuterated methyleneaziridine shown allowed the stereochemical course of formal S_NV-mode ring-opening with copper-based organometallics to be assigned.

Funder

University of Oxford

Ministry of Education and Science of Ukraine

Publisher

Royal Society of Chemistry (RSC)

Subject

Materials Chemistry,General Chemistry,Catalysis

Link

http://pubs.rsc.org/en/content/articlepdf/2021/NJ/D1NJ01458G

Reference40 articles.

1. The intramolecular amination of allenes

2. Rhodium Catalyzed Allene Amination: Diastereoselective Synthesis of Aminocyclopropanes via a 2-Amidoallylcation Intermediate

3. See also: R.Liu , PhD Thesis , Brigham Young University , 2007

4. Structure and reactivity of bicyclic methylene aziridines prepared by intramolecular aziridination of allenes

5. N-Tosyloxycarbamates as a Source of Metal Nitrenes: Rhodium-Catalyzed C−H Insertion and Aziridination Reactions

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