Absolute Asymmetric Synthesis: The Origin, Control, and Amplification of Chirality

Ben L. Feringa, Richard A. van Delden

Angewandte Chemie International Edition · 1999 · 801 citations · 0 references

Concepts

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.