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- Title
Indium-Mediated Allylation of Carbonyl Compounds in Ionic Liquids: Effect of Salts in Ionic Liquids.
- Authors
Tsunehisa Hirashita; Fusako Takahashi; Takayuki Noda; Yuji Takagi; Shuki Araki
- Abstract
The In-mediated allylation of carbonyl compounds can be performed in various types of solvents including ionic liquids. However, we have found that in [bmim][BF4] (where bmim = 1-butyl-3-methylimidazolium), the In-mediated coupling of crotyl bromide with benzaldehyde gives a complex mixture, and some additives, such as halides and amines, are crucial for the successful conversion to the corresponding γ-adduct. Instead, the addition of alcohols or water promotes the formation of the α-adduct. An asymmetric induction with up to 62% enantiomeric excess (ee) was observed employing cinchonidine as an additive in a binary solvent consisting of an ionic liquid and dichloromethane.
- Publication
Molecules, 2018, Vol 23, Issue 7, p1696
- ISSN
1420-3049
- Publication type
Article
- DOI
10.3390/molecules23071696