107556-96-7Relevant articles and documents
Palladium-catalysed Reactions of Ketenes with Allyl Acetates or Allyl Carbonates: Novel Syntheses of 1,3-Dienes and Allylated Esters
Mitsudo, Take-aki,Kadokura, Mamoru,Watanabe, Yoshihisa
, p. 1539 - 1540 (1986)
The reaction of arylketenes with allyl acetates or allyl carbonates catalysed by tetrakis(triphenylphosphine)palladium selectively gives 1,3-dienes or allylated esters, respectively, in high yields.
Asymmetric Intramolecular Hydroalkoxylation of Unactivated Alkenes Catalyzed by Chiral N-Triflyl Phosphoramide and TiCl4?
Cheng, Aolin,Li, Yingkun,Ma, Jiguo,Wang, Xinxu,Zhang, Yi,Zhao, Baoguo,Zhao, Guoqing,Zhao, Pengyuan
, p. 565 - 569 (2020/04/23)
By using a combination of a chiral N-triflyl phosphoramide and TiCl4 as the catalyst, a new process for asymmetric intramolecular hydroalkoxylation of unactivated alkenes was developed, producing various chiral tetrahydrofuran derivatives in 51%—99% yields with 30%—71% ee's.
Copper-Catalyzed Modular Amino Oxygenation of Alkenes: Access to Diverse 1,2-Amino Oxygen-Containing Skeletons
Hemric, Brett N.,Chen, Andy W.,Wang, Qiu
, p. 1468 - 1488 (2019/01/25)
Copper-catalyzed alkene amino oxygenation reactions using O-acylhydroxylamines have been achieved for a rapid and modular access to diverse 1,2-amino oxygen-containing molecules. This transformation is applicable to the use of alcohols, carbonyls, oximes, and thio-carboxylic acids as nucleophiles on both terminal and internal alkenes. Mild reaction conditions tolerate a wide range of functional groups, including ether, ester, amide, carbamate, and halide. The reaction protocol allows for starting with free amines as the precursor of O-benzoylhydroxylamines to eliminate their isolation and purification, contributing to broader synthetic utilities. Mechanistic investigations reveal the amino oxygenation reactions may involve distinct pathways, depending on different oxygen nucleophiles.
