2022
DOI: 10.1021/acs.cgd.1c01374
|View full text |Cite
|
Sign up to set email alerts
|

Abstract: Inspired by deracemization via temperature cycles, which enables the collection of crystals of the desired enantiomer from an initially racemic mixture, we focus in this work on an alternative batch process, namely crystallization-induced deracemization. This process starts with a suspension of enantiomerically pure crystals, which undergoes a simple cooling crystallization, coupled with liquid-phase racemization. The experimental and model-based analysis of such a process, carried out here, revealed that: (i)… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...
2

Citation Types

0
2
0

Year Published

2022
2022
2024
2024

Publication Types

Select...
3

Relationship

0
3

Authors

Journals

citations
Cited by 3 publications
(2 citation statements)
references
References 35 publications
0
2
0
Order By: Relevance
“…Consequently, in the resolution process, one enantiomer was crystallized with an appropriate chiral auxiliary through selective host–guest molecular recognition, while the other remains in the mother liquid, thus, resulting in a theoretical yield limited to 50%. In combination with the resolution process, crystallization-induced deracemization (CID) relies on the chirality inversion, under which one enantiomer of the substrate is able to undergo the continuous isomerization to the other enantiomer in the solution . Therefore, CID would directly produce the corresponding single enantiomer through molecular complexation from its racemate, with a theoretical yield of 100%.…”
Section: Introductionmentioning
confidence: 99%
See 1 more Smart Citation
“…Consequently, in the resolution process, one enantiomer was crystallized with an appropriate chiral auxiliary through selective host–guest molecular recognition, while the other remains in the mother liquid, thus, resulting in a theoretical yield limited to 50%. In combination with the resolution process, crystallization-induced deracemization (CID) relies on the chirality inversion, under which one enantiomer of the substrate is able to undergo the continuous isomerization to the other enantiomer in the solution . Therefore, CID would directly produce the corresponding single enantiomer through molecular complexation from its racemate, with a theoretical yield of 100%.…”
Section: Introductionmentioning
confidence: 99%
“…The key solution is to find an efficient and compatible catalyst to efficiently racemize chiral substrates for CID development. Currently, the CID strategy has been successfully used to access chiral carbonyl compounds and amines, in which stereochemical center of α-carbonyls was inversed via base-promoted racemization, and α-amine chirality was flipped via a Schiff base intermediate (Scheme a,b) …”
Section: Introductionmentioning
confidence: 99%