796966-15-9Relevant academic research and scientific papers
Asymmetric conjugate alkynylation of cyclic α,β-unsaturated carbonyl compounds with a chiral diene rhodium catalyst
Dou, Xiaowei,Huang, Yinhua,Hayashi, Tamio
, p. 1133 - 1137 (2016)
Asymmetric conjugate alkynylation of cyclic α,β-unsaturated carbonyl compounds (ketones, esters, and amides) was realized by use of diphenyl[(triisopropylsilyl)ethynyl]methanol as an alkynylating reagent in the presence of a rhodium catalyst coordinated w
Methods for preparation of apremilast
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Page/Page column 7-8, (2021/05/19)
The present invention discloses a method for preparation of Apremilast. β-phthalimino vinylsulfones are reacted through the asymmetric addition reaction to form an addition product, and the drug of Apremilast can be obtained from the addition product through simple reactions. The method is a process for synthesizing Apremilast in a more efficient way.
Scalable synthesis of enantiomerically pure bicyclo[2.2.2]octadiene ligands
Abele, Stefan,Inauen, Roman,Spielvogel, Dirk,Moessner, Christian
experimental part, p. 4765 - 4773 (2012/08/08)
An operationally simple and scalable synthesis of enantiomerically pure bicyclo[2.2.2]octadiene (bod) ligands relying on an organocatalytic one-pot Michael addition-aldol reaction with cheap 2-cyclohexenone and phenylacetaldehyde is presented. The crystalline bicyclic product 4a (6-hydroxy-5-phenylbicyclo[2.2.2]octan-2-one) is transformed into phenylbicyclo[2.2.2]oct-5-en-2-one 2, a versatile starting material for the 2-step synthesis of both symmetrical, such as Hayashi's Ph-bod* ligand, as well as novel unsymmetrical chiral dienes.
Preparation of C2-symmetric bicyclo[2.2.2]octa-2,5-diene ligands and their use for rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids
Otomaru, Yusuke,Okamoto, Kazuhiro,Shintani, Ryo,Hayashi, Tamio
, p. 2503 - 2508 (2007/10/03)
(Chemical Equation Presented) C2-Symmetric bicyclo[2.2.2]octa-2, 5-dienes containing benzyl, phenyl, and substituted phenyl groups at 2 and 5 positions were prepared enantiomerically pure by way of bicyclo[2.2.2]octane-2, 5-dione as a key intermediate. These chiral diene ligands were successfully applied to rhodium-catalyzed asymmetric 1,4-addition of arylboronic acids to α,β-unsaturated ketones. High enantioselectivity (up to 99% ee) as well as high catalytic activity was observed in the addition to both cyclic and linear substrates.
C2-symmetric bicyclo[2.2.2]octadienes as chiral ligands: Their high performance in rhodium-catalyzed asymmetric arylation of N-tosylarylimines
Tokunaga, Norihito,Otomaru, Yusuke,Okamoto, Kazuhiro,Ueyama, Kazuhito,Shintani, Ryo,Hayashi, Tamio
, p. 13584 - 13585 (2007/10/03)
Asymmetric synthesis of diarylmethylamines with high enantioselectivity (95-99% ee) was realized by use of a new C2-symmetric diene ligand, (1R,4R)-2,5-diphenylbicyclo[2.2.2]octa-2,5-diene (Ph-bod*), for the rhodium-catalyzed asymmetric arylati
