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Synlett 2023; 34(05): 437-440
DOI: 10.1055/a-1946-6578
DOI: 10.1055/a-1946-6578
cluster
Special Edition Thieme Chemistry Journals Awardees 2022
Computational Investigation of the Aza-Cope Rearrangement Leading to Angularly Substituted 1-Azabicyclic Rings
We thank the University of Vienna for support of research programs and the Doctoral School in Chemistry for funding.
Abstract
A computational study of the aza-Cope rearrangement leading to angularly substituted 1-azabicyclic ring systems is presented. The calculations estimate the probability of the proton transfer between reaction intermediates and protic solvents, explain the experimentally observed reaction selectivity, and suggest new potentially more efficient systems for further in vitro and in silico investigations.
Key words
aza-Cope rearrangement - DFT - reaction mechanisms - sigmatropic rearrangements - proton transfer - cis–trans selectivitySupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1946-6578.
- Supporting Information
Publication History
Received: 30 July 2022
Accepted after revision: 18 September 2022
Accepted Manuscript online:
18 September 2022
Article published online:
28 October 2022
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