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Efficient Asymmetric Synthesis of 1-Cyano-tetrahydroisoquinolines from Lipase Dual Activity and Opposite Enantioselectivities in alpha-Aminonitrile Resolution
KTH, School of Chemical Science and Engineering (CHE), Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
2014 (English)In: Chemistry - A European Journal, ISSN 0947-6539, E-ISSN 1521-3765, Vol. 20, no 36, 11322-11325 p.Article in journal (Refereed) Published
Abstract [en]

Dual promiscuous racemization/amidation activities of lipases leading to efficient dynamic kinetic resolution protocols of racemic alpha-aminonitrile compounds are described. alpha-Amidonitrile products of high enantiomeric purity could be formed in high yields. Several lipases from different sources were shown to exhibit the dual catalytic activities, where opposite enantioselectivities could be recorded for certain substrates.

Place, publisher, year, edition, pages
2014. Vol. 20, no 36, 11322-11325 p.
Keyword [en]
amidation, asymmetric synthesis, dynamic chemistry, enzymes, lipases, racemization
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:kth:diva-154383DOI: 10.1002/chem.201402615ISI: 000341629800012Scopus ID: 2-s2.0-84906947818OAI: oai:DiVA.org:kth-154383DiVA: diva2:757195
Funder
Swedish Research Council
Note

QC 20141021

Available from: 2014-10-21 Created: 2014-10-20 Last updated: 2017-12-05Bibliographically approved

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