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Synlett 1999; 1999(9): 1411-1412
DOI: 10.1055/s-1999-2878
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Pinacol Coupling of Benzaldehyde with TiCl2-Amine

Seijiro Matsubara* , Yuko Hashimoto, Toshihiko Okano, Kiitiro Utimoto
  • *Department of Material Chemistry, Graduate School of Engineering, Kyoto University, Yoshida, Sakyo, Kyoto 606-8501, Japan; Fax 75-7 53-48 63; E-mail: matsubar@mc.kyoto-u.ac.jp
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Publication Date:
31 December 1999 (online)

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A pinacol coupling of benzaldehyde with a homogeneous divalent titanium reagent, TiCl2-TMEDA-THF, gave the dl-hydrobenzoin with a high diastereoselectivity; by using an optically active amine instead of TMEDA, the reaction proceeded enantioselectively.

titanium - pinacol - coupling - amine - asymmetric synthesis - diastereoselective synthesis