Enantioselective Synthesis of Near Enantiopure Compound by Asymmetric Autocatalysis Triggered by Asymmetric Photolysis with Circularly Polarized Light

Enantioselective Synthesis of Near Enantiopure Compound by Asymmetric Autocatalysis Triggered by Asymmetric Photolysis with Circularly Polarized Light

Right- and left-handed circularly polarized light (CPL) has been proposed as one of the origins of homochirality of biomolecules. However, the enantiomeric excess induced by CPL has been only very low (99.5% ee. On the other hand, irradiation with l-CPL affords (S)-pyrimidyl alkanol with >99.5% e...

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Veröffentlicht in:Journal of the American Chemical Society 2005-03, Vol.127 (10), p.3274-3275
Hauptverfasser: Kawasaki, Tsuneomi, Sato, Mirai, Ishiguro, Saori, Saito, Takahiro, Morishita, Yosuke, Sato, Itaru, Nishino, Hideo, Inoue, Yoshihisa, Soai, Kenso
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
Exact sciences and technology
Heterocyclic compounds
Heterocyclic compounds with only one n hetero atom and condensed derivatives
Organic chemistry
Preparations and properties
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Zusammenfassung:Right- and left-handed circularly polarized light (CPL) has been proposed as one of the origins of homochirality of biomolecules. However, the enantiomeric excess induced by CPL has been only very low (99.5% ee. On the other hand, irradiation with l-CPL affords (S)-pyrimidyl alkanol with >99.5% ee. Thus, chiral physical power, such as CPL, in conjunction with asymmetric autocatalysis, provides a highly enantioenriched compound.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja0422108