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Asymmetric Synthesis of Substituted Thiolanes through Domino Thia-Michael-Henry Dynamic Covalent Systemic Resolution using Lipase Catalysis.

ABSTRACT: 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.

SUBMITTER: Zhang Y

PROVIDER: S-EPMC4498465 | biostudies-literature | 2014 Mar

REPOSITORIES: biostudies-literature

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Asymmetric Synthesis of Substituted Thiolanes through Domino Thia-Michael-Henry Dynamic Covalent Systemic Resolution using Lipase Catalysis.

Zhang Yan Y Vongvilai Pornrapee P Sakulsombat Morakot M Fischer Andreas A Ramström Olof O

Advanced synthesis & catalysis 20140303 5

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. ...[more]

PMID: 26190961

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