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Synlett 1996; 1996(9): 837-838
DOI: 10.1055/s-1996-5630
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Binaphthol-Titanium Complex-Catalyzed Fluoral-Ene Reaction with Vinyl Sulfides for Asymmetric Synthesis of Diastereomeric α-Trifluoromethyl-β-methyl Carbinols: Diastereomer Switch of Antiferroelectric or Ferroelectric Properties of Diastereomeric Liquid-Crystalline Systems1

Koichi Mikami* , Tomoko Yajima, Nasakul Siree, Masahiro Terada, Yoshiichi Suzuki, Ichiro Kobayashi
  • *Department of Chemical Technology, Tokyo Institute of Technology, Meguro-ku, Tokyo 152, Japan, FAX 3 5734 2776, kmikami@o.cc.titech.ac.jp
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Publikationsdatum:
31. Dezember 2000 (online)

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We synthesized a new type of antiferroelectric and ferroelectric liquid-crystalline molecules with double stereogenic centers based on the binaphthol-titanium complex-catalyzed fluoral-ene reaction with vinyl sulfides. Furthermore, we experimentally showed the importance of the diastereomer effect for the appearance of the antiferroelectric SmCA* phase.

Fluoral-ene reaction - Binaphthol-titanium complex - α-Trifluoromethyl-β-methyl carbinols - Antiferroelectric liquid-crystals - Vinyl sulfides