125315-69-7Relevant articles and documents
Palladium-indium mediated Barbier-type allylation of aldehydes with allenes
Anwar, Usman,Grigg, Ronald,Rasparini, Marcello,Savic, Vladimir,Sridharan, Visuvanathar
, p. 645 - 646 (2000)
A new allylation reaction of carbonyl compounds using allenes is described; homoallylic alcohols were obtained in moderate to good yields from aryl iodides, allenes and carbonyl compounds and an excellent diastereoselection was exhibited when 2-hydroxycyclohexanone was employed.
Three-component bimetallic (Pd/In) mediated cascade allylation of C=X functionality Part 1. Scope and Class 1 examples with aldehydes and ketones
Cleghorn, Laura A.T.,Cooper, Ian R.,Fishwick, Colin W.G.,Grigg, Ronald,MacLachlan, William S.,Rasparini, Marcello,Sridharan, Visuvanathar
, p. 483 - 493 (2003)
A new general three-component Pd/In bimetallic cascade reaction with four synthetic variants involving aryl iodides, allenes and C=X compounds affording homoallylic alcohols/amines as products is described and exemplified for Class 1 processes (intermolecular Pd-intermolecular In steps). Remarkable increases in yield and reaction rates were observed in the presence of amine additives. Excellent diastereoselection is exhibited when 2-hydroxycyclohexanone is employed, and semi-empirical and ab initio calculations are used to rationalise the observed syn: anti diastereoselectivity.
Visible Light-Promoted Recyclable Carbon Nitride-Catalyzed Dioxygenation of β,γ-Unsaturated Oximes
Fu, Xiao-Yang,Si, Ya-Feng,Qiao, Li-Peng,Zhao, Yu-Fen,Chen, Xiao-Lan,Yu, Bing
, p. 574 - 580 (2021/11/13)
A visible-light-induced dioxygenation of β,γ-unsaturated oximes for the synthesis of diverse useful isoxazolines bearing a hydroxyl moiety was developed by employing graphitic carbon nitride (g-C3N4) as a heterogeneous photocatalyst under an air atmosphere. Noted that, the eminent advantages of this metal-free protocol include step economy, easy operation, a recyclable photocatalyst, external reductant-/oxidant-free and mild reaction conditions. Additionally, mechanistic studies indicated hydroxyl radical was generated under the photocatalysis of g-C3N4.
A Copper Catalyst with a Cinchona-Alkaloid-Based Sulfonamide Ligand for Asymmetric Radical Oxytrifluoromethylation of Alkenyl Oximes
Li, Xi-Tao,Gu, Qiang-Shuai,Dong, Xiao-Yang,Meng, Xiang,Liu, Xin-Yuan
, p. 7668 - 7672 (2018/05/30)
A copper-catalyzed asymmetric radical oxytrifluoromethylation of alkenyl oxime and Togni's reagent has been successfully developed, thereby providing straightforward access to CF3-containing isoxazolines bearing α-tertiary stereocenters with excellent yield and enantioselectivity. The key to success is the rational design of cinchona-alkaloid-based sulfonamides as neutral/anionic hybrid ligands to effectively control the stereochemistry in copper-catalyzed reactions involving free alkyl radical species. The utility of this method is illustrated by efficient transformation of the products into useful chiral CF3-containing 1,3-aminoalcohols.
Copper-catalyzed radical oxytrifluoromethylation of alkenyl oximes at ambient temperature
Li, Xi-Tao,Lv, Ling,Gu, Qiang-Shuai,Liu, Xin-Yuan
, p. 6041 - 6046 (2018/09/11)
A mild and efficient copper-catalyzed radical oxytrifluoromethylation reaction of alkenyl oximes was successfully developed. The method provides a straightforward access to a wide range of CF3-containing isoxazolines in good to excellent yields.
