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Synlett 2000; 2000(11): 1658-1660
DOI: 10.1055/s-2000-7944
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Catalytic Pinacol Coupling in the Presence of Acylating Reagent

Toshikazu Hirao* , Hiroki Takeuchi, Akiya Ogawa, Hidehiro Sakurai
  • *Department of Applied Chemistry, Faculty of Engineering, Osaka University, Yamada-oka, Suita, Osaka 565-0871, Japan; Fax + 81-6-68 79-74 15; E-mail: hirao@ap.chem.eng.osaka-u.ac.jp
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Publication Date:
31 December 2000 (online)

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Catalytic pinacol coupling reaction takes place in the presence of an acetylating reagent such as Ac2O or AcCl. When aromatic aldehydes are treated with 3 mol% of VOCl3, 2 molar amounts of Ac2O, and zinc powder as a co-reductant, diacetylated vic-diols are obtained with high diastereoselectivity. TiCl4 can also be utilized as a catalyst with AcCl and metallic aluminum.

vanadium catalyst - titanium catalyst - pinacol coupling - acylating reagent - vic-diol diacetate

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