Rhodium-catalyzed enantioselective hydrogenation of (1-arylvinyl)phosphonates with TADDOL-based phosphoramidite P,S ligands
A series of readily available modular chiral <i>P</i>,<i>S</i>-bidentate TADDOL-based phosphoramidites were evaluated in the Rh(I)-catalyzed hydrogenation of α,β-unsaturated phosphonates. The Rh(I)-L3 catalyst was revealed to be highly effective for a wide variety of diisopropyl (1-arylvinyl)phosphonates, producing the corresponding (1-arylethyl)phosphonates under mild conditions with low catalyst loading (up to 0.2 mol%) and overall excellent enantiocontrol (up to 99% ee).
Authors
- G. N. Bondarenko (ORCID: https://orcid.org/0000-0002-4737-3280)
- I. P. Beletskaya (ORCID: https://orcid.org/0000-0001-9705-1434)
- Konstantin N. Gavrilov (ORCID: https://orcid.org/0000-0003-3158-3790)
- Vladislav S. Zimarev (ORCID: https://orcid.org/0000-0003-2939-7462)
- Ilya D. Firsin (ORCID: https://orcid.org/0000-0003-3002-2334)
- Vladislav K. Gavrilov (ORCID: https://orcid.org/0000-0003-4749-7379)
- Ilya V. Chuchelkin (ORCID: https://orcid.org/0000-0002-3656-468X)
- A. V. Larin (ORCID: https://orcid.org/0000-0003-3633-3643)
- В. А. Тафеенко (ORCID: https://orcid.org/0000-0001-9369-052X)
- Nataliya S. Goulioukina (ORCID: https://orcid.org/0000-0002-3823-3999)
Institutions
- Ryazan State University (RU)
- Lomonosov Moscow State University (RU)
Publication Details
- Journal
- Organic & Biomolecular Chemistry
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ob00602c
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00