Diastereoselective Synthesis of Phosphinyl Peptides via Rh-Catalyzed 1,4-Addition in Coparticipation of a <i>P</i>-Chiral Moiety and Difluorphos
The asymmetric Rh-catalyzed 1,4-addition of aryl/heteroaryl moieties to α,β-unsaturated esters was achieved in high diastereoselectivity via the coparticipation of a <i>P</i>-chiral phosphinyl moiety at Cβ to the prochiral center and (<i>R</i>)- or (<i>S</i>)-Difluorphos. This methodology expands the synthetic toolbox available for the preparation of structurally diverse chiral phosphinyl peptides.
Authors
- Youla S. Tsantrizos (ORCID: https://orcid.org/0000-0002-6231-7498)
- Hatem M. Titi (ORCID: https://orcid.org/0000-0002-0654-1292)
- Taeok Kim (ORCID: https://orcid.org/0000-0002-4985-1186)
- Fuqing Jin
Institutions
- McGill University (CA)
Publication Details
- Journal
- The Journal of Organic Chemistry
- Published
- 2024-08-29
- DOI
- https://doi.org/10.1021/acs.joc.4c01556
- Citations
- 1
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 0.23
Funders
- Natural Sciences and Engineering Research Council of Canada