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

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

Advanced synthesis & catalysis (2014-03-24)
Yan Zhang, Pornrapee Vongvilai, Morakot Sakulsombat, Andreas Fischer, Olof Ramström
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.

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Sigma-Aldrich
Lipase acrylic resin, ≥5,000 U/g, recombinant, expressed in Aspergillus niger