Issue 22, 2014

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

Abstract

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.

Graphical abstract: Lipase-catalyzed asymmetric synthesis of oxathiazinanones through dynamic covalent kinetic resolution

Supplementary files

Article information

Article type
Communication
Submitted
17 Feb 2014
Accepted
28 Mar 2014
First published
28 Mar 2014
This article is Open Access
Creative Commons BY-NC license

Org. Biomol. Chem., 2014,12, 3572-3575

Author version available

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

L. Hu, Y. Zhang and O. Ramström, Org. Biomol. Chem., 2014, 12, 3572 DOI: 10.1039/C4OB00365A

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