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Asymmetric Synthesis Utilizing Circularly Polarized Light Mediated by the Photoequilibrium of Chiral Olefins in Conjunction with Asymmetric Autocatalysis
Author(s) -
Sato Itaru,
Sugie Rie,
Matsueda Yohei,
Furumura Yuri,
Soai Kenso
Publication year - 2004
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/anie.200454162
Subject(s) - homochirality , enantioselective synthesis , autocatalysis , yield (engineering) , chemistry , stereochemistry , combinatorial chemistry , catalysis , organic chemistry , physics , enantiomer , thermodynamics
The light touch : Asymmetric photoequilibrium and autocatalysis act as sources of homochirality in a highly enantioselective preparation of chiral alcohols (see scheme). This process is initiated by left‐ and right‐circularly polarized light (CPL) and exploits the resulting photoequilibrium between chiral olefin substrates to yield 2‐alkynyl‐5‐pyrimidyl alkanols.