Asymmetric one-pot synthesis of five- and six-membered lactones via dynamic covalent kinetic resolution: Exploring the regio- and stereoselectivities of lipase. Issue 12 (21st March 2019)

• Record Type: Journal Article
• Authors: Xu, Jintao; Hu, Lei
• Is Part Of: Tetrahedron letters. Volume 60:Issue 12(2019)
• Page Start: 868
• Page End: 871
• Publication Date: 2019-03-21
• Subjects: Dynamic kinetic resolution -- Enzymatic catalysis -- Heterocycle -- Solvent effect; Chemistry, Organic -- Periodicals; 547.005
• DOI: 10.1016/j.tetlet.2019.02.030
• Languages: English
• ISSNs: 0040-4039

Abstract

Graphical abstract: Highlights: Cascade lipase-catalyzed lactonization for asymmetric heterocycle synthesis. Solvent-dependent effect caused regioselectivity. Optimized reaction condition for enzymatic dynamic kinetic resolution. Abstract: Cascade lipase-catalyzed lactonization has been applied to dynamic hemithioacetal formation, leading to efficient five- and six-membered lactone synthesis as well as chiral discrimination. Solvent-dependent regioselectivity was observed for the selective formation of 1, 3-oxathiolan-5-one and γ-butyrolactone derivatives.