Asymmetric Synthesis Utilizing Circularly Polarized Light Mediated by the Photoequilibrium of Chiral Olefins in Conjunction with Asymmetric Autocatalysis

Asymmetric Synthesis Utilizing Circularly Polarized Light Mediated by the Photoequilibrium of Chiral Olefins in Conjunction with Asymmetric Autocatalysis

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 c...

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Veröffentlicht in:Angewandte Chemie International Edition 2004-08, Vol.43 (34), p.4490-4492
Hauptverfasser: Sato, Itaru, Sugie, Rie, Matsueda, Yohei, Furumura, Yuri, Soai, Kenso
Format: Artikel
Sprache:eng
Schlagworte:
alkenes
asymmetric amplification
asymmetric catalysis
autocatalysis
chirality
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Zusammenfassung: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.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.200454162