87666-38-4Relevant academic research and scientific papers
Selective Synthesis of Z-Cinnamyl Ethers and Cinnamyl Alcohols through Visible Light-Promoted Photocatalytic E to Z Isomerization
Li, Hengchao,Chen, Hang,Zhou, Yang,Huang, Jin,Yi, Jundan,Zhao, Hongcai,Wang, Wei,Jing, Linhai
supporting information, p. 555 - 559 (2020/02/05)
A photocatalytic E to Z isomerization of alkenes using an iridium photosensitizer under mild reaction conditions is disclosed. This method provides scalable and efficient access to Z-cinnamyl ether and allylic alcohol derivatives in high yields with excellent stereoselectivity. Importantly, this method also provides a powerful strategy for the selective synthesis of Z-magnolol and honokiol derivatives possessing potential biological activity.
Copper(i)-catalysed asymmetric allylic reductions with hydrosilanes
Thanh Nguyen,Thiel, Niklas O.,Teichert, Johannes F.
supporting information, p. 11686 - 11689 (2017/11/03)
A copper(i)-catalysed asymmetric allylic reduction enables a regio- and stereoselective transfer of a hydride nucleophile in an SN2′-fashion onto allylic bromides. This transformation represents a conceptually orthogonal approach to allylic substitution reactions with carbon nucleophiles. A copper(i) complex based upon a chiral N-heterocyclic carbene (NHC) ligand allows for stereoselectivity reaching 99% ee. The catalyst enables a stereoconvergent reaction irrespective of the double bond configuration of the starting materials.
Stereochemistry of the Reactions of CuI Catalyzed Grignard Reagents with Ethyl (E)- and (Z)-β-Chlorocinnamates
Jalander, Lars,Broms, Merete
, p. 173 - 178 (2007/10/02)
Ethyl (E)- and (Z)-3-chloro-3-phenyl-2-propenoate were prepared and separated.The (Z)-isomer gave β-alkylated ethyl cinnamates in good yield when reacted with alkyl Grignard reagents in the presence of 10percent CuI.The (Z)-isomer reacted with retention o
