1431661-05-0Relevant articles and documents
Asymmetric Michael addition of thiols to β-nitrostyrenes using a novel phenylpyrrolidine-based urea catalyst
Kawazoe, Souichirou,Yoshida, Kazuki,Shimazaki, Yuichi,Oriyama, Takeshi
, p. 410 - 413 (2015)
The catalyst 1-[(3R,4S)-1-benzyl-4-phenyl-pyrrolidin-3-yl]-3-[3,5-bis(trifluoromethyl)phenyl]urea (8) designed based on 1-[(3R)-1-benzylpyrrolidin-3-yl]-3-[3,5-bis(trifluoromethyl)phenyl]thiourea (4) and 1,3-bis[(3R,4S)-1-benzyl-4-phenylpyrrolidin-3-yl]urea (7) exhibited potent catalytic activity for the asymmetric Michael addition of thiols to β-nitrostyrenes. A mere 2 mol % of the catalyst afforded 2-nitro-1-phenylethylsulfides in high yields of up to 93% ee.
Enantioselective Sulfa-Michael Addition of Aromatic Thiols to β-Substituted Nitroalkenes Promoted by a Chiral Multifunctional Catalyst
Wei, Qi,Hou, Wenduan,Liao, Na,Peng, Yungui
supporting information, p. 2364 - 2368 (2017/07/22)
An efficient enantioselective Michael addition of a series of aromatic thiols acting as nucleophiles for β-monosubstituted, α,β- and β,β-disubstituted nitroalkenes promoted by a multi-functional chiral catalyst has been developed. The methodology accommodates a wide variety of aryl thiols and nitroalkene substrates, and affords the 2-nitro-1-arylethyl sulfides in excellent yields (up to 99%) and enantioselectivities (up to 99% ee). This reaction could be scaled up to gram even with a dramatically reduced catalyst loading of 0.05 mol%. (Figure presented.).
Organocatalytic asymmetric addition of aliphatic thiols to nitro olefins and nitrodienes
Kowalczyk, Rafal,Nowak, Anna E.,Skarzewski, Jacek
, p. 505 - 514 (2013/06/27)
The N-3,5-bis(trifluoromethyl)phenyl thiourea derivative of readily available chiral 1-benzyl-3-aminopyrrolidine was an effective organocatalyst for the asymmetric sulfa-Michael reaction. The adducts of aliphatic thiols to nitro olefins and nitrodienes we
