Chirality Control in Enzyme-Catalyzed Dynamic Kinetic Resolution of 1,3-Oxathiolanes
2015 (English)In: Journal of Organic Chemistry, ISSN 0022-3263, E-ISSN 1520-6904, Vol. 80, no 16, 8478-8481 p.Article in journal (Refereed) Published
The origin of enantioenrichment in enzyme-catalyzed dynamic kinetic resolution of 1,3-oxathiolane derivatives, key intermediates for asymmetric lamivudine synthesis, was elucidated. The chirality control could be determined by chiral HPLC and NOE NMR spectroscopy using a modified 1,3-oxathiolane compound obtained through enzyme-catalyzed selective hydrolysis. Solvent-dependent stereoselectivity was observed under biphasic conditions using different organic solvents with phosphate buffer.
Place, publisher, year, edition, pages
2015. Vol. 80, no 16, 8478-8481 p.
IdentifiersURN: urn:nbn:se:kth:diva-173775DOI: 10.1021/acs.joc.5b01585ISI: 000360103000072PubMedID: 26237578ScopusID: 2-s2.0-84940069665OAI: oai:DiVA.org:kth-173775DiVA: diva2:855329
FunderSwedish Research Council
QC 201509212015-09-212015-09-182015-09-21Bibliographically approved