Get access

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

Authors

  • Itaru Sato Dr.,

    1. Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan, Fax: (+81) 3-3235-2214
    Search for more papers by this author
  • Rie Sugie,

    1. Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan, Fax: (+81) 3-3235-2214
    Search for more papers by this author
  • Yohei Matsueda,

    1. Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan, Fax: (+81) 3-3235-2214
    Search for more papers by this author
  • Yuri Furumura,

    1. Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan, Fax: (+81) 3-3235-2214
    Search for more papers by this author
  • Kenso Soai Prof. Dr.

    1. Department of Applied Chemistry, Faculty of Science, Tokyo University of Science, Kagurazaka, Shinjuku-ku, Tokyo 162-8601, Japan, Fax: (+81) 3-3235-2214
    Search for more papers by this author

  • This work was supported by a Grant-in-Aid from The Ministry of Education, Culture, Sports, Science, and Technology and the New Energy and Industrial Technology Development Organization (NEDO).

Abstract

original image

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.

Get access to the full text of this article

Ancillary