The First Direct Enzymatic Hydrolysis of Alicyclic β‐Amino Esters: A Route to Enantiopure cis and trans β‐Amino Acids

Abstract The first direct enzymatic method is reported for the synthesis of cis and trans β‐amino acid enantiomers through the lipase‐catalyzed enantioselective hydrolysis of alicyclic β‐amino esters in organic media. High enantioselectivities ( E usually >100) were observed when the Candida anta...

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Bibliographic Details
Published in:Chemistry – A European Journal
Main Authors: Forró, Enikõ, Fülöp, Ferenc
Format: Article in Journal/Newspaper
Language:English
Published: Wiley 2007
Subjects:
Antarc*
Antarctica
Online Access:http://dx.doi.org/10.1002/chem.200700257
https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fchem.200700257
https://onlinelibrary.wiley.com/doi/full/10.1002/chem.200700257
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Summary:Abstract The first direct enzymatic method is reported for the synthesis of cis and trans β‐amino acid enantiomers through the lipase‐catalyzed enantioselective hydrolysis of alicyclic β‐amino esters in organic media. High enantioselectivities ( E usually >100) were observed when the Candida antarctica lipase B catalyzed reactions were performed with H 2 O (0.5 equivalents) in i Pr 2 O at 65 °C. The resolved products, obtained in good yields (≥42 %), could be easily separated.

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