| Title: |
Hydrogen‐Borrowing‐Based Methods for the Construction of Quaternary Stereocentres |
| Authors: |
Crompton, Jessica L.; Jenkins, Timothy C.; Rowe, Sam M.; Donohoe, Timothy J. |
| Contributors: |
Engineering and Physical Sciences Research Council; Royal Commission for the Exhibition of 1851 |
| Source: |
Angewandte Chemie ; volume 137, issue 8 ; ISSN 0044-8249 1521-3757 |
| Publisher Information: |
Wiley |
| Publication Year: |
2025 |
| Collection: |
Wiley Online Library (Open Access Articles via Crossref) |
| Description: |
Compounds containing quaternary stereocentres are a valuable motif in biologically active compounds. Herein we present our strategy to utilise the hydrogen borrowing manifold to access α‐quaternary ketones via a tandem acceptorless dehydrogenation‐cyclisation cascade. This new application of the methodology results in the formation of five‐ and six‐membered carbocycles with a high degree of diastereoselectivity. Interestingly, benzylic alcohol substrates behaved anomalously and eliminated sulfinate in situ to give a set of rearranged α‐quaternary ketone products. |
| Document Type: |
article in journal/newspaper |
| Language: |
English |
| DOI: |
10.1002/ange.202423179 |
| Availability: |
https://doi.org/10.1002/ange.202423179; https://onlinelibrary.wiley.com/doi/pdf/10.1002/ange.202423179 |
| Rights: |
http://creativecommons.org/licenses/by/4.0/ |
| Accession Number: |
edsbas.4F3CFF2 |
| Database: |
BASE |