| Autor: |
O’Dowd, Hardwin, Morales, Olivia M. |
| Zdroj: |
Organic Process Research & Development; July 2024, Vol. 28 Issue: 7 p2789-2793, 5p |
| Abstrakt: |
Selective access to both cis- and trans-isomers of α-substituted 3-hydroxycyclobutane-1-carboxylic esters has been demonstrated using ketoreductase (KRED) enzymes. Two stereocomplementary KREDs were identified from a commercial panel that are highly selective for small α-substituents when the ester group was para-methoxybenzyl. Probing the substrate scope of these two enzymes revealed that the selectivity declined rapidly with both when increasing the steric bulk of the α-substituent. For methyl ester substrates with larger α-substituents, a different pair of KREDs was identified with excellent selectivity for both the cis-and trans-isomers for a small range of substrates. The cyclobutanol products serve as precursors to other synthetically useful building blocks such as amino acids. |
| Databáze: |
Supplemental Index |
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