Lipase-catalyzed asymmetric synthesis of oxathiazinanones through dynamic covalent kinetic resolution.

Organic & biomolecular chemistry

PubMedID: 24759850

Hu L, Zhang Y, Ramström O. Lipase-catalyzed asymmetric synthesis of oxathiazinanones through dynamic covalent kinetic resolution. Org Biomol Chem. 2014;.
A domino addition-lactonization pathway has been applied to a dynamic covalent resolution protocol, leading to efficient oxathiazinanone formation as well as chiral discrimination. A new, double biocatalytic pathway has furthermore been proposed and evaluated where the initial product inhibition could be efficiently circumvented.