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Asymmetric Synthesis of Substituted Thiolanes through Domino Thia-Michael-Henry Dynamic Covalent Systemic Resolution using Lipase Catalysis
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Organic Chemistry.
KTH, School of Chemical Science and Engineering (CHE), Chemistry, Applied Physical Chemistry.
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2014 (English)In: Advanced Synthesis and Catalysis, ISSN 1615-4150, E-ISSN 1615-4169, Vol. 356, no 5, 987-992 p.Article in journal (Refereed) Published
Abstract [en]

Dynamic systems based on consecutive thia-Michael and Henry reactions were generated and transformed using lipase-catalyzed asymmetric transformation. Substituted thiolane structures with three contiguous stereocenters were resolved in the process in high yields and high enantiomeric excesses.

Place, publisher, year, edition, pages
2014. Vol. 356, no 5, 987-992 p.
Keyword [en]
adaptive features, biotransformations, chiral resolution, domino reactions, dynamic chemistry, enzymes, lipase, stereochemistry
National Category
Chemical Sciences
Identifiers
URN: urn:nbn:se:kth:diva-145281DOI: 10.1002/adsc.201301033ISI: 000333196000012Scopus ID: 2-s2.0-84897025576OAI: oai:DiVA.org:kth-145281DiVA: diva2:717408
Funder
Swedish Research Council
Note

QC 20140515

Available from: 2014-05-15 Created: 2014-05-15 Last updated: 2017-12-05Bibliographically approved

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Zhang, YanVongvilai, PornrapeeSakulsombat, MorakotFischer, AndreasRamström, Olof
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