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Absolute Asymmetric Synthesis: The Origin, Control, and Amplification of Chirality
Author(s) -
Feringa Ben L.,
van Delden Richard A.
Publication year - 1999
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/(sici)1521-3773(19991203)38:23<3418::aid-anie3418>3.0.co;2-v
Subject(s) - homochirality , chirality (physics) , steric effects , molecule , enantiomer , chemistry , alkene , planar chirality , absolute configuration , circular polarization , enantioselective synthesis , crystallography , stereochemistry , chemical physics , physics , optics , organic chemistry , chiral symmetry breaking , microstrip , quantum mechanics , nambu–jona lasinio model , quark , catalysis
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.