4.7 Article

One-Pot Synthesis of β,β-Disubstituted α,β-Unsaturated Carbonyl Compounds

Journal

JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 17, Pages 8830-8835

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b01217

Keywords

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Funding

  1. JSPS KAKENHI [23590009, 26460010]
  2. Grants-in-Aid for Scientific Research [26105748, 26460010, 23590009] Funding Source: KAKEN

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TiCl4-promoted aldol reaction of ketones as aldol acceptors followed by elimination of the titanoxy group from the Ti-aldolates affords beta,beta-disubstituted alpha,beta-unsaturated carbonyl compounds in a one-pot procedure. The use of additives, such as DMF, N,N,N',N'-tetramethylethylenediamine, and pyridine, in the elimination step was found to be important.

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