24165-60-4Relevant articles and documents
Catalysis by Rhodium and Iridium Complexes in the Nucleophilic Addition of Allylic Stannanes to Carbonyl
Nuss, John M.,Rennels, Roger A.
, p. 197 - 200 (1993)
The catalysis of the nucleophilic addition of an allylic stannane to aromatic aldehydes by cationic rhodium and iridium complexes is described.The scope, generality, and several mechanistic speculations concerning this process are discussed.Initial attemp
Acid-mediated, chromium-catalyzed allylation of aldehydes
Shaughnessy, Kevin H.,Huang, Rongcai
, p. 1923 - 1928 (2002)
Allyl bromides are efficiently coupled with aryl and aliphatic aldehydes in the presence of manganese metal, collidine hydrochloride, bis(diisopropylphosphino)ethane and chromium dichloride. Homoallylic alcohols are isolated in good to excellent yields directly from the reaction mixture.
Radcliffe,Weber
, p. 297,299 (1977)
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
supporting information, 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.
Nickel-Catalyzed Reductive Allylation of Aldehydes with Allyl Acetates
Suzuki, Hiroyuki,Yamaguchi,Itoh, Akichika
, p. 1489 - 1494 (2020/12/13)
Carbonyl allylation reactions constitute an important step in the formation of carbon-carbon reactions, and involve various related reactions that chiefly use allylmetal reagents. This report presents a nickel-catalyzed carbonyl allylation reaction using allyl acetate, which produces homoallyl alcohols in moderate to good yields, as an efficient methodology under reductive coupling conditions.
Photocatalytic Umpolung Synthesis of Nucleophilic π-Allylcobalt Complexes for Allylation of Aldehydes
Shi, Caizhe,Li, Fusheng,Chen, Yuqing,Lin, Shuangjie,Hao, Erjun,Guo, Zhuowen,Wosqa, Urwa Tul,Zhang, Dandan,Shi, Lei
, p. 2992 - 2998 (2021/03/09)
The concept of "umpolung"reactivity of π-allylmetal complexes has been developed as a powerful method for the allylation of aldehydes. This paper describes the photocatalytic umpolung strategy for the synthesis of nucleophilic allylcobalt complexes through a single-electron-transfer (SET) process. This strategy enables the metallaphotoredox allylation of carbonyls with allyl acetate using organic N,N-diisopropylethylamine as the terminal reductant bypassing the use of a stoichiometric amount of metals. Ultraviolet-visible spectroscopy was used to monitor the redox changes of cobalt in the reaction.