Abstract
Herein, we describe a chemoenzymatic synthesis of the bicyclic fragment of Darunavir. A ketoreductase was identified using metagenomic mining to catalyze a highly enantio- and diastereoselective dynamic kinetic resolution of a β-ketolactone. Subsequent lactone reduction with diisobutylaluminum hydride and phase transfer cyclization affords the bicyclic acetal fragment in 39% yield over four steps.
Original language | English (US) |
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Pages (from-to) | 2096-2101 |
Number of pages | 6 |
Journal | Organic Process Research and Development |
Volume | 26 |
Issue number | 7 |
DOIs | |
State | Published - Jul 15 2022 |
Externally published | Yes |
All Science Journal Classification (ASJC) codes
- Physical and Theoretical Chemistry
- Organic Chemistry
Keywords
- antiviral
- biocatalysis
- dynamic kinetic resolution
- ketoreductase