872284-55-4Relevant academic research and scientific papers
Iridium-Catalyzed Asymmetric Isomerization of Primary Allylic Alcohols Using MaxPHOX Ligands: Experimental and Theoretical Study
Cabré, Albert,Gar?on, Martí,Gallen, Albert,Grisoni, Lorenzo,Grabulosa, Arnald,Verdaguer, Xavier,Riera, Antoni
, p. 4112 - 4120 (2020/07/04)
The asymmetric isomerization of primary allylic alcohols to chiral aldehydes using iridium-catalysts bearing P,N-MaxPHOX ligands has been studied. These catalysts can be fine-tuned as they present three different stereogenic centers to modulate both the reactivity and enantioselectivity of a family of different substrates. The experimental part is supported by a DFT study of the reaction mechanism, which provides new insights into the key steps of this transformation.
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
Stereochemistry of the Reaction of Diorganocuprate(I) Complexes Derived from Grignard Reagents with α,β-Acetylenic Esters
Jalander, Lars,Iambolieva, Kostadinka,Sundstroem, Viola
, p. 715 - 720 (2007/10/02)
Diorganocuprate(I) complexes RCH3CuMgX, prepared from methylcopper and Grignard reagents (i-PrMgBr and t-BuMgCl) gave mainly cis-1,4-addition of the alkyl group originally present in the Grignard reagents and small amounts of cis- and trans-1,4-addition of the methyl group introduced by methylcopper, when they were allowed to react with ethyl propiolate and ethyl phenylpropiolate.The proportion of cis-1,4-addition products did not change when the reaction temperature was raised from -78 deg C to room temperature.The configurations of the main reaction products from the reaction with ethyl phenylpropiolate, ethyl (Z)-β-isopropylcinnamate and ethyl (Z)-β-t-butylcinnamate, were established by conversion of the corresponding acids to β-isopropylindenone and β-t-butylindenone.
