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Absolute Asymmetric Synthesis: The Origin, Control, and Amplification of Chirality
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1999
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Small Stereochemical BiasEnantioselective SynthesisEngineeringNatural SciencesMolecular BiologyMolecular SwitchOrganic ChemistryAbsolute Asymmetric SynthesisStereoselective SynthesisChemistryAsymmetric CatalysisBiomolecular HomochiralityBiophysicsBiomolecular Engineering
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.