Synthesis of unprotected glyco-alkynones via molybdenum-catalyzed carbonylative Sonogashira cross-coupling reaction.
Darbem, Mariana P
Esteves, Henrique A
Soares-Paulino, Antônio A
Pimenta, Daniel C
Royal Society of Chemistry (RSC)
MetadataShow full item record
Darbem, M. P., Esteves, H. A., Burrow, R. A., Soares-Paulino, A. A., Pimenta, D. C., & Stefani, H. A. (2022). Synthesis of unprotected glyco-alkynones via molybdenum-catalyzed carbonylative Sonogashira cross-coupling reaction.. RSC Adv, 12 (4), 2145-2149. https://doi.org/10.1039/d1ra08388k
Herein we report a novel Mo-catalyzed carbonylative Sonogashira cross-coupling between 2-iodoglycals and terminal alkynes. The reaction displays major improvements compared to a related Pd-catalyzed procedure previously published by our group, such as utilizing unprotected sugar derivatives as starting materials and tolerance to substrates bearing chelating groups. In this work we also demonstrate the utility of the glyco-alkynone products as platform for further functionalization by synthesizing glyco-flavones via Au-catalyzed 6-endo-dig cyclization.
External DOI: https://doi.org/10.1039/d1ra08388k
This record's URL: https://www.repository.cam.ac.uk/handle/1810/337220
Attribution-NonCommercial 4.0 International
Licence URL: https://creativecommons.org/licenses/by-nc/4.0/
Recommended or similar items
The current recommendation prototype on the Apollo Repository will be turned off on 03 February 2023. Although the pilot has been fruitful for both parties, the service provider IKVA is focusing on horizon scanning products and so the recommender service can no longer be supported. We recognise the importance of recommender services in supporting research discovery and are evaluating offerings from other service providers. If you would like to offer feedback on this decision please contact us on: email@example.com