51036-60-3Relevant academic research and scientific papers
Conjugate Reduction of α,β-Unsaturated Ketones with Amphiphilic Reaction System
Nonoshita, Katsumasa,Maruoka, Keiji,Yamamoto, Hisashi
, p. 2241 - 2243 (1988)
The conjugate reduction of α,β-unsaturated ketones has been effected with amphiphilic reaction system consisting of methylaluminum bis(2,6-di-t-butyl-4-alkylphenoxide) and certain complex aluminum hydride reagent.
Photocontrolled Cobalt Catalysis for Selective Hydroboration of α,β-Unsaturated Ketones
Beltran, Frédéric,Bergamaschi, Enrico,Funes-Ardoiz, Ignacio,Teskey, Christopher J.
, p. 21176 - 21182 (2020/09/17)
Selectivity between 1,2 and 1,4 addition of a nucleophile to an α,β-unsaturated carbonyl compound has classically been modified by the addition of stoichiometric additives to the substrate or reagent to increase their “hard” or “soft” character. Here, we demonstrate a conceptually distinct approach that instead relies on controlling the coordination sphere of a catalyst with visible light. In this way, we bias the reaction down two divergent pathways, giving contrasting products in the catalytic hydroboration of α,β-unsaturated ketones. This includes direct access to previously elusive cyclic enolborates, via 1,4-selective hydroboration, providing a straightforward and stereoselective route to rare syn-aldol products in one-pot. DFT calculations and mechanistic experiments confirm two different mechanisms are operative, underpinning this unusual photocontrolled selectivity switch.
Palladium-catalyzed oxidative rearrangement of tertiary allylic alcohols to enones with oxygen in aqueous solvent
Li, Jingjie,Tan, Ceheng,Gong, Jianxian,Yang, Zhen
, p. 5370 - 5373 (2015/01/09)
A one-pot procedure for Pd(TFA)2-catalyzed 1,3-isomerization of tertiary allylic alcohols to secondary allylic alcohols followed by a Pd(TFA)2/neocuproine-catalyzed oxidative reaction to β-disubstituted-α,β-unsaturated kenones was developed. (Chemical Equation Presented).
Cyclo- and hydrodimerization of α,β-unsaturated ketones promoted by samarium diiodode
Cabrera, Armando,Lagadec, Ronan Le,Sharma, Pankaj,Arias, Jose Luis,Toscano, Ruben Alfredo,et al.
, p. 3609 - 3618 (2007/10/03)
Samarium(II) iodide is a strong one-electron transfer reducing agent, and is effective for the cyclo- and hydrodimerization of cyclic and non-cyclic α,β-unsaturated ketones.The title dimers can easily be prepared in good yields at room temperature under n
