64516-59-2Relevant academic research and scientific papers
Atroposelective Arene Formation by Carbene-Catalyzed Formal [4+2] Cycloaddition
Xu, Ke,Li, Wenchang,Zhu, Shaoheng,Zhu, Tingshun
supporting information, p. 17625 - 17630 (2019/11/29)
Atroposelective arene formation is an efficient method to build axially chiral molecules with multi-substituted arenes. Reported here is an organocatalyzed atroposelective arene formation reaction by an N-heterocyclic carbene (NHC) catalyzed formal [4+2] cycloaddition of conjugated dienals and α-aryl ketones. This study expands the synthetic potential of NHC organocatalysis and provides a competitive pathway for the synthesis of axially chiral ligands, catalysts, and other functional molecules.
N-heterocyclic carbene-catalyzed δ-Carbon LUMO activation of unsaturated aldehydes
Zhu, Tingshun,Mou, Chengli,Li, Baosheng,Smetankova, Marie,Song, Bao-An,Chi, Yonggui Robin
supporting information, p. 5658 - 5661 (2015/05/20)
An N-heterocyclic carbene (NHC) catalyzed domino reaction triggered by a δ-LUMO activation of α,β-γ,δ-diunsaturated enal has been developed for the formal [4 + 2] construction of multisubstituted arenes and 3-ylidenephthalide. These two products, formed i
A modular approach toward the synthesis of 2,4-disubstituted pyridines
Singha, Raju,Dhara, Shubhendu,Ray, Jayanta K.
, p. 4841 - 4843 (2013/08/28)
A number of 2,4-disubstituted pyridines have been synthesized using α,β,γ,δ-unsaturated aldehydes and ammonium chloride in the presence of triethylamine in acetonitrile solvent at 80 C under air balloon.
Vinylogous organocatalytic triple cascade reaction: Forging six stereocenters in complex spiro-oxindolic cyclohexanes
Chatterjee, Indranil,Bastida, David,Melchiorre, Paolo
supporting information, p. 3124 - 3130 (2013/12/04)
We report a triple vinylogous cascade reaction, yielding valuable spiro-oxindolic cyclohexane derivatives. The three-component domino process proceeds by way of a catalyzed Michael/1,6-addition/vinylogous aldol sequence affording the products with six stereogenic centers and very high control over the stereochemistry. The chemistry is based on a rare example of asymmetric 1,6-addition to linear 2,4-dienals proceeding with complete δ-site selectivity. Key to the reaction development was a directing group positioned at the β-dienal position, which was essential for achieving highly predictable reaction outcomes. Copyright
On the origin of regioselectivity in the photorearrangement of 4,4-diphenyl-2,5-cyclohexadiene systems. Synthesis and photochemistry of 4,4-diphenyl-γ-thiopyran and -γ-thiopyran-1,1-dioxide
Gravel, Denis,Leboeuf, Christian
, p. 574 - 587 (2007/10/02)
The synthesis from diphenylmethane of 4,4-diphenyl-γ-thiopyran and 4,4-diphenyl-γ-thiopyran-1,1-dioxide is described.Upon direct photolysis at 254 nm the γ-thiopyran derivative undergoes rearrangement to a mixture of 5,6-diphenyl-2-thiabicyclohexen
