Deracemization Controlled by Reaction-Induced Nucleation: Viedma Ripening as a Safety Catch for Total Spontaneous Resolution

Deracemization of a Racemic Allylic Sulfoxide Using Viedma Ripening

Despite the importance of enantiopure chiral sulfoxides, few methods exist that allow for their deracemization. Here, we show that an enantiopure sulfoxide can be produced from the corresponding racemate using Viedma ripening involving rearrangement-induced racemization. The suitable candidate for Viedma ripening was identified from a library of 24 chiral sulfoxides through X-ray structure dete...

Viedma ripening: a reliable crystallisation method to reach single chirality.

Crystallisation processes have evolved to practical methods that allow isolation of an enantiopure product in high yield. Viedma ripening in particular enables access to enantiopure products in a reliable way, simply through grinding of crystals in a solution. This tutorial review covers the basic principles behind asymmetric crystallisation processes, with an emphasis on Viedma ripening, and s...

Deracemization By Simultaneous Bio-oxidative Kinetic Resolution and Stereoinversion**

Deracemization, that is, the transformation of a racemate into a single product enantiomer with theoretically 100% conversion and 100% ee, is an appealing but also challenging option for asymmetric synthesis. Herein a novel chemo-enzymatic deracemization concept by a cascade is described: the pathway involves two enantioselective oxidation steps and one non-stereoselective reduction step, enabl...

Asymmetric Reaction Using Molecular Chirality Controlled by Spontaneous Crystallization

A safety catch for ornithine decarboxylase degradation

Feedback inhibition is a common mechanism to adjust the activity of an enzyme in accordance with the abundance of a product. The enzyme catalyzing the initial, committing step of a biosynthesis cascade is subject to negative feedback by the end-product. This kind of regulation is frequent in all cell types to regulate biosynthesis of numerous metabolites; a classical textbook example is the ser...