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Emergence of single-molecular chirality from achiral reactants.

ABSTRACT: The synthesis of enantiopure molecules from achiral precursors without the need for pre-existing chirality is a major challenge associated with the origin of life. We here show that an enantiopure product can be obtained from achiral starting materials in a single organic reaction. An essential characteristic of this reaction is that the chiral product precipitates from the solution, introducing a crystal-solution interface which functions as an asymmetric autocatalytic system that provides sufficient chiral amplification to reach an enantiopure end state. This approach not only provides more insight into the origin of life but also offers a pathway to acquire enantiopure compounds for industrial applications.

SUBMITTER: Steendam RR

PROVIDER: S-EPMC4263183 | biostudies-literature | 2014 Nov

REPOSITORIES: biostudies-literature

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Emergence of single-molecular chirality from achiral reactants.

Steendam René R E RR Verkade Jorge M M JM van Benthem Tim J B TJ Meekes Hugo H van Enckevort Willem J P WJ Raap Jan J Rutjes Floris P J T FP Vlieg Elias E

Nature communications 20141121

The synthesis of enantiopure molecules from achiral precursors without the need for pre-existing chirality is a major challenge associated with the origin of life. We here show that an enantiopure product can be obtained from achiral starting materials in a single organic reaction. An essential characteristic of this reaction is that the chiral product precipitates from the solution, introducing a crystal-solution interface which functions as an asymmetric autocatalytic system that provides suff ...[more]

PMID: 25412651

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