1203648-33-2Relevant academic research and scientific papers
Diphenylprolinol silyl ether-derived thioureas as highly efficient catalysts for the asymmetric Michael addition of aldehydes to nitroalkenes
He, Chunyan,Ren, Xiaochen,Feng, Yingle,Chai, Yonghai,Zhang, Shengyong,Chen, Weiping
supporting information, p. 4036 - 4038 (2015/06/08)
Abstract This Letter described the synthesis of the first diarylprolinol silyl ether-derived bifunctional thiourea organocatalysts. The catalysts were applied to the asymmetric Michael addition of aldehydes to nitroalkenes to give the desired adducts in good yields (up to 99%) with excellent enantioselectivities (up to 99% ee) and excellent diastereoselectivities (up to 99:1). The spatial placement of C-4 substituent is of importance to the reaction activity and stereoselectivity.
Asymmetric Michael reactions catalyzed by a highly efficient and recyclable quaternary ammonium ionic liquid-supported organocatalyst in aqueous media
Ghosh, Subrata K.,Qiao, Yupu,Ni, Bukuo,Headley, Allan D.
supporting information, p. 1801 - 1804 (2013/04/10)
A novel ionic liquid-support organocatalyst, which contains the quaternary ammonium ion moiety, was recently developed and successfully applied to the asymmetric Michael reaction in the presence of a newly developed ionic liquid-supported (ILS) benzoic ac
Application of l-prolinamides as highly efficient organocatalysts for the asymmetric Michael addition of unmodified aldehydes to nitroalkenes
Naziroglu, Hayriye Nevin,Durmaz, Mustafa,Bozkurt, Selahattin,Demir, Ayhan Sitki,Sirit, Abdulkadir
experimental part, p. 164 - 169 (2012/05/20)
The asymmetric Michael addition of aldehydes to nitroolefins was investigated using a combination of l-prolinamide derivatives and various acidic additives. (S)-1,1′-Bi-2-naphthol was found to be the most effective co-catalyst and afforded the nitroaldehy
Ionic liquid-supported (ILS) (S)-pyrrolidine sulfonamide for asymmetric Michael addition reactions of aldehydes with nitroolefins
Omar, Emmy M.,Dhungana, Kritanjali,Headley, Allan D.,Rahman, Mohd Basyaruddin Abdul
experimental part, p. 170 - 175 (2012/04/05)
A class of ionic liquid supported (ILS) (S)-pyrrolidine sulfonamide organocatalyst (1c), which was developed earlier in our lab, has been applied to a wider range of Michael addition reaction, involving various aryl-substituted nitroolefins and a series of aldehydes. Catalyst 1c catalyzes Michael additions in which only 2 equivalents of aldehydes to each equivalent of nitroolefin are required. With 10 mol% of ILS catalyst 1c loading, moderate to excellent yields (51-98%) with moderate enantioselectivities (28-83% ee) and high diastereoselectivities (syn/anti ratio up to 97/3) were obtained. Moreover, the catalyst 1c could be easily recycled and reused for at least 5 times with slightly reduced activities.
Diarylprolinol silyl ether salts as new, efficient, water-soluble, and recyclable organocatalysts for the asymmetric michael addition on water
Zheng, Zilong,Perkins, Benjamin L.,Ni, Bukuo
supporting information; experimental part, p. 50 - 51 (2010/03/25)
(Chemical Equation Presented) A novel strategy for the catalytic asymmetric Michael addition of aldehydes to nitroolefins on water has been developed and provided the Michael adducts in excellent diastereo- and enantioselectivities. A notable feature of t
