Chiral Phosphoric Acid Catalyzed Desymmetrization of meso-1,3-Diones: Asymmetric Synthesis of Chiral Cyclohexenones†
Keiji Mori Dr.
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo, 171-8588 (Japan), Fax: (+81) 3-5992-1029 http://www-cc.gakushuin.ac.jp/∼940020/akiyama_site/index_e.html
Search for more papers by this authorTakuya Katoh
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo, 171-8588 (Japan), Fax: (+81) 3-5992-1029 http://www-cc.gakushuin.ac.jp/∼940020/akiyama_site/index_e.html
Search for more papers by this authorTohru Suzuki
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo, 171-8588 (Japan), Fax: (+81) 3-5992-1029 http://www-cc.gakushuin.ac.jp/∼940020/akiyama_site/index_e.html
Search for more papers by this authorTakuya Noji
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo, 171-8588 (Japan), Fax: (+81) 3-5992-1029 http://www-cc.gakushuin.ac.jp/∼940020/akiyama_site/index_e.html
Search for more papers by this authorMasahiro Yamanaka Prof. Dr.
Department of Chemistry, Rikkyo University, 3-34-1 Nishi-Ikebukuro, Toshima-ku, Tokyo 171-8501 (Japan)
Search for more papers by this authorTakahiko Akiyama Prof. Dr.
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo, 171-8588 (Japan), Fax: (+81) 3-5992-1029 http://www-cc.gakushuin.ac.jp/∼940020/akiyama_site/index_e.html
Search for more papers by this authorKeiji Mori Dr.
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo, 171-8588 (Japan), Fax: (+81) 3-5992-1029 http://www-cc.gakushuin.ac.jp/∼940020/akiyama_site/index_e.html
Search for more papers by this authorTakuya Katoh
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo, 171-8588 (Japan), Fax: (+81) 3-5992-1029 http://www-cc.gakushuin.ac.jp/∼940020/akiyama_site/index_e.html
Search for more papers by this authorTohru Suzuki
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo, 171-8588 (Japan), Fax: (+81) 3-5992-1029 http://www-cc.gakushuin.ac.jp/∼940020/akiyama_site/index_e.html
Search for more papers by this authorTakuya Noji
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo, 171-8588 (Japan), Fax: (+81) 3-5992-1029 http://www-cc.gakushuin.ac.jp/∼940020/akiyama_site/index_e.html
Search for more papers by this authorMasahiro Yamanaka Prof. Dr.
Department of Chemistry, Rikkyo University, 3-34-1 Nishi-Ikebukuro, Toshima-ku, Tokyo 171-8501 (Japan)
Search for more papers by this authorTakahiko Akiyama Prof. Dr.
Department of Chemistry, Faculty of Science, Gakushuin University, 1-5-1, Mejiro, Toshima-ku, Tokyo, 171-8588 (Japan), Fax: (+81) 3-5992-1029 http://www-cc.gakushuin.ac.jp/∼940020/akiyama_site/index_e.html
Search for more papers by this authorThis work was supported by a Grant-in-Aid for Scientific Research from the Ministry of Education, Culture, Sports, Science and Technology (Japan).
Graphical Abstract
Chiral effectiveness: The title transformation is applicable to a wide variety of substrates to give chiral cyclohexenones in high yields and with excellent enantioselectivity (see scheme). To clarify the origin of the enantioselectivity ONIOM calculations were carried out
Supporting Information
Detailed facts of importance to specialist readers are published as ”Supporting Information”. Such documents are peer-reviewed, but not copy-edited or typeset. They are made available as submitted by the authors.
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