Enantiopure N‐Benzyloxycarbonyl‐β 2 ‐amino Acid Allyl Esters from Racemic β‐Lactams by Dynamic Kinetic Resolution using Candida antarctica Lipase B
Abstract The dynamic kinetic resolution of α‐substituted racemic β‐lactams by alcoholytic ring‐opening, catalyzed by immobilized lipase B from Candida antarctica is described. With this process, a variety of racemic α‐substituted N ‐Cbz‐azetidinones (Cbz=benzyloxycarbonyl) was transformed to the cor...
Published in: | Advanced Synthesis & Catalysis |
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Main Authors: | , , |
Other Authors: | , , , |
Format: | Article in Journal/Newspaper |
Language: | English |
Published: |
Wiley
2015
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Subjects: | |
Online Access: | http://dx.doi.org/10.1002/adsc.201500820 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fadsc.201500820 https://onlinelibrary.wiley.com/doi/pdf/10.1002/adsc.201500820 |
Summary: | Abstract The dynamic kinetic resolution of α‐substituted racemic β‐lactams by alcoholytic ring‐opening, catalyzed by immobilized lipase B from Candida antarctica is described. With this process, a variety of racemic α‐substituted N ‐Cbz‐azetidinones (Cbz=benzyloxycarbonyl) was transformed to the corresponding N ‐Cbz‐protected β 2 ‐amino acid allyl esters with high enantioselectivity (up to 99%) and high yields (up to quantitative) at room temperature. magnified image |
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