Dual Anomeric Stereocontrol in 1,1′-Glycosylation via a Remote Directing 2-(Diphenylphosphinoyl)acetyl Group
The stereoselective construction of 1,1'-glycosidic linkages represents a significant challenge, as it typically results in a mixture of four possible anomers. Herein, we report a novel and efficient method to achieve this transformation leveraging a remote directing 2-(diphenylphosphinoyl)acetyl (DPPA) group on donors for catalytic glycosylation. This approach provides exceptional dual anomeric stereocontrol for both glycosyl donors and acceptors, which we attribute to the DPPA's role as a powerful hydrogen-bonding (H-bonding) acceptor.
Authors
- Keyu Wang (ORCID: https://orcid.org/0000-0002-1973-9927)
- Zhimei Wang (ORCID: https://orcid.org/0000-0001-5738-8163)
- Xin Huang (ORCID: https://orcid.org/0000-0001-8584-0284)
- Zhaolun Zhang (ORCID: https://orcid.org/0009-0007-0842-3373)
- Wei Li (ORCID: https://orcid.org/0000-0003-0388-1467)
- Ao Liu (ORCID: https://orcid.org/0009-0009-8199-1531)
Institutions
- China Pharmaceutical University (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-12-03
- DOI
- https://doi.org/10.1021/acs.orglett.5c04451
- Citations
- 1
- Primary Topic
- Carbohydrate Chemistry and Synthesis
- Type
- article
- Field-Weighted Citation Impact
- 0.94