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Absolute Asymmetric Synthesis: The Origin, Control, and Amplification of Chirality
Abstract
Biomolecular homochirality, the origin of which is still a puzzle, has challenged scientists to design chemical systems that provide chiral molecules through absolute asymmetric synthesis and to amplify a small stereochemical bias in such systems. The photoresolution of the enantiomers of helical-shaped, sterically overcrowded alkene 1 with circularly polarized light and the transduction of the stereochemical information by triggering the helical arrangement of a large collection of achiral molecules in a twisted nematic liquid crystalline phase (2) are examples of control and amplification of chirality.
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“Several theories and mechanisms such as circularly polarized light, quartz, and absolute asymmetric synthesis have been proposed in relation to the origin of the enantioenriched chirality of organic compounds.2–10) However, in most cases, the enantiomeric excess (ee) induced by those mechanisms has been very small, and the correlation to the highly enantioenriched compounds has remained unclear.”
From Asymmetric autocatalysis. Chiral symmetry breaking and the origins of homochirality of organic molecules (2019) · cites this paper as [4]
In the citing paper
“In most cases, the ee induced by the proposed theories of the origin of chirality has been very low. Moreover, in some of the proposed theories, the induced enantioenrichments are below detection level.”
From Asymmetric autocatalysis. Chiral symmetry breaking and the origins of homochirality of organic molecules (2019) · cites this paper as [4]
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Metadata
- Authors
- Feringa, B. L., & van Delden, R. A.
- Venue
- Angewandte Chemie International Edition
- Published
- 1999
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- CoChat. (2026). Citation check: Absolute Asymmetric Synthesis: The Origin, Control, and Amplification of Chirality. https://app.cochat.ai/papers/10.1002/(sici)1521-3773(19991203)38:23
- The paper
- Feringa, B. L., & van Delden, R. A. (1999). Absolute Asymmetric Synthesis: The Origin, Control, and Amplification of Chirality. Angewandte Chemie International Edition. https://doi.org/10.1002/(sici)1521-3773(19991203)38%3A23
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Semantic Scholar’s data is described in: Kinney, R., et al. (2023). The Semantic Scholar Open Data Platform. arXiv:2301.10140.
