Asymmetric Synthesis of ß-Hydroxyphosphonates via a Chemoenzymatic Cascade.
Org Lett
; 26(26): 5458-5462, 2024 Jul 05.
Article
em En
| MEDLINE
| ID: mdl-38899921
ABSTRACT
Chiral ß-hydroxyphosphonates are essential building blocks for organophosphorus compounds. However, the asymmetric synthesis of these units remains a significant challenge. Herein, we describe a one-pot chemoenzymatic cascade process to access chiral ß-hydroxyphosphonates, which combines photo-oxidative chemical reactions and bioreductions. The incorporation of photooxidation in the chemical reaction resulted in up to 92% yield and >99% enantiomeric excess (ee) of ß-hydroxyphosphonates in the cascade. In addition, the scale-up of diethyl (S)-(2-hydroxy-2-phenylethyl)phosphonate demonstrates the potential application of this strategy.
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MEDLINE
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En
Ano de publicação:
2024
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Article