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

• 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

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.