38335-02-3Relevant academic research and scientific papers
Indium(III) acetate-catalyzed 1,4-reduction and reductive aldol reactions of α-enones with phenylsilane
Miura, Katsukiyo,Yamada, Yusuke,Tomita, Mitsuru,Hosomi, Akira
, p. 1985 - 1989 (2004)
A catalytic amount of In(OAc)3 smoothly promoted 1,4-reduction of certain α-enones with PhSiH3 in ethanol at ambient temperature. The intermediary enolates could be used for inter- and intramolecular aldol reactions and intramolecular Michael addition.
Remarkable Dependence of Diastereoselectivity on Anhydrous or Aqueous Solvent in the Indium Hydride Promoted Reductive Aldol Reaction of α,β-Unsaturated Ketones
Inoue, Katsuyuki,Ishida, Tatsuya,Shibata, Ikuya,Baba, Akio
, p. 283 - 287 (2007/10/03)
Dichloroindium hydride generated by the transmetallation between tributyltin hydride and indium trichloride predominantly reduced α,β-unsaturated ketones (enones) with 1,4-selectively even in the presence of aldehydes. Under anhydrous conditions, the successive aldol reaction between the resulting enolates and the remaining aldehydes proceeded with high anti-selectivity. The stereo-chemistry was dramatically reversed to be syn-selective by the use of water and methanol as an additive and solvent, respectively.
