Enantioselective Reductionof 1‑Naphthamidesby Electrochemical Reduction and Catalytic Asymmetric Hydrogenationin Tandem
Chiral 1-tetrahydronaphthamides are the core structures of many bioactive molecules, yet their efficient asymmetric synthesis from a simple feedstock remains a challenge. Herein, we present a one-pot synthesis strategy that combines electrochemical reduction and ruthenium-catalyzed asymmetric hydrogenation to achieve the enantioselective reduction of 1-naphthalenamides to chiral 1-tetrahydronaphthamides. The protocol provides a practical platform for selectively constructing high-value chiral tetrahydronaphthenes from readily available naphthalene feedstock, thereby expanding the scope of asymmetric hydrogenation. The synthetic utility of this protocol is further demonstrated through the synthesis of bioactive molecules.
Publication Details
- Journal
- Figshare
- Published
- 2025-03-14
- DOI
- https://doi.org/10.1021/jacs.4c18009.s001
- Primary Topic
- Asymmetric Hydrogenation and Catalysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00