119200-32-7Relevant academic research and scientific papers
Organocatalytic asymmetric conjugate addition of aldehydes to nitroolefins: Identification of catalytic intermediates and the stereoselectivity-determining step by ESI-MS
Baechle, Florian,Duschmale, Joerg,Ebner, Christian,Pfaltz, Andreas,Wennemers, Helma
, (2013)
Looking back: The asymmetric organocatalytic 1,4-addition of aldehydes to nitroolefins was studied by ESI-MS. Analysis of the back reaction starting from quasienantiomeric mass-labeled 1,4-adducts (see scheme) provided conclusive evidence for an enamine r
Mass spectrometric screening of chiral catalysts by monitoring the back reaction of quasienantiomeric products: Palladium-catalyzed allylic substitution
Mueller, Constanze A.,Pfaltz, Andreas
, p. 3363 - 3366 (2008)
(Chemical Equation Presented) Back to basics: The principle of microscopic reversibility is the basis of a new screening method for chiral catalysts. Monitoring the back reaction of quasi-enantiomeric allylation products by ESIMS reveals the intrinsic enantioselectivity of palladium catalysts in allylic substitution reactions (see scheme).
Method for preparing olefine aldehyde by catalyzing terminal alkyne or terminal conjugated eneyne and diphosphine ligand used in method
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Paragraph 0126-0131, (2021/05/29)
The invention discloses a method for preparing olefine aldehyde by catalyzing terminal alkyne or terminal conjugated eneyne and a diphosphine ligand used in the method. According to the invention, indole-substituted phosphoramidite diphosphine ligand which is stable in air and insensitive to light is synthesized by utilizing a continuous one-pot method, and the indole-substituted phosphoramidite diphosphine ligand and a rhodium catalyst are used for jointly catalyzing to successfully achieve a hydroformylation reaction of aromatic terminal alkyne and terminal conjugated eneyne under the condition of synthesis gas for the first time, so that an olefine aldehyde structure compound can be rapidly and massively prepared, and particularly, a polyolefine aldehyde structure compound which is more difficult to synthesize in the prior art can be easily prepared and synthesized, and a novel method is provided for synthesis and modification of drug molecules, intermediates and chemical products.
Highly Regio- A nd Enantioselective Hydrogenation of Conjugated α-Substituted Dienoic Acids
Liu, Xian,Liu, Song,Wang, Quanjun,Zhou, Gang,Yao, Lin,Ouyang, Qin,Jiang, Ru,Lan, Yu,Chen, Weiping
supporting information, p. 3149 - 3154 (2020/04/09)
Highly regio- A nd enantioselective hydrogenation of conjugated α-substituted dienoic acids was realized for the first time using Trifer-Rh complex, providing a straightforward method for the synthesis of chiral α-substituted ?,?′-unsaturated acids. DFT calculations revealed N+H-O hydrogen bonding interaction is formed to stabilize the transition state and the coordination of 4,5-double bond to Rh(III) center would facilitate the reductive elimination process. This hydrogenation provided a gram-scale synthesis of the precursor of sacubitril.
Pd-catalyzed cascade Heck-Saegusa: Direct synthesis of enals from aryl iodides and allyl alcohol
Liu, Jie,Zhu, Jin,Jiang, Hualiang,Wang, Wei,Li, Jian
supporting information; experimental part, p. 415 - 417 (2010/04/04)
A new efficient Pd-catalyzed cascade Heck-Saegusa protocol for the synthesis of synthetically useful α,β-unsaturated aldehydes in high yields from readily available aryl iodides and allyl alcohol has been developed.
Direct oxidation of β-aryl substituted aldehydes to α,β-unsaturated aldehydes promoted by an o-anisidine-Pd(OAc) 2 Co-catalyst
Liu, Jie,Zhu, Jin,Jiang, Hualiang,Wang, Wei,Li, Jian
experimental part, p. 1712 - 1716 (2010/04/30)
An o-anisidine-Pd(OAc)2 catalytic system for the direct co-catalytic Saegusa oxidation of β-aryl substituted aldehydes to α,β-unsaturated aldehydes has been developed. The use of o-anisidine in place of (S)-diphenylprolinol made the process more simply and cost-effective. The process not only features the use of unmodified aldehydes rather than enol silyl ethers, but also gives moderate to good yields (44-72%).
