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Pinacol Coupling Reaction of β-Halo-α,β-unsaturated Aldehydes Promoted by TiI 4

✍ Scribed by Shimizu, Makoto; Goto, Hiroshi; Hayakawa, Ryuuichirou


Book ID
120881211
Publisher
American Chemical Society
Year
2002
Tongue
English
Weight
66 KB
Volume
4
Category
Article
ISSN
1523-7060

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Treatment of an alpha,beta-unsaturated ketone and an aldehyde with chromium(II) chloride and R(3)SiCl in DMF gives cross-pinacol-type coupling products, 1,2-diols selectively. The anti/syn ratios of the produced 1,2-diols are shown to depend on the reaction temperature: at lower temperatures, the an