74282-81-8Relevant articles and documents
Enantioselective conjugate addition of ketones to nitroalkenes catalyzed by pyrrolidine-sulfamides
Wang, Jinjia,Lao, Jinhua,Du, Quansheng,Nie, Shaozhen,Hu, Zhipeng,Yan, Ming
experimental part, p. 232 - 238 (2012/06/01)
A series of chiral pyrrolidine-sulfamides were prepared and examined as the catalysts for conjugate addition of ketones to nitroalkenes. Benzoic acid was identified as the most efficient additives for the transformation. Excellent enantioselectivities, diastereoselectivities, and yields were achieved for the reaction of cyclohexanone with β-aryl nitroethylenes under solvent free conditions. β-Isopropyl nitroethylene is also applicable and the product could be obtained with excellent enantioselectivity after extended reaction time. A comparison of the catalytic behaviors of pyrrolidine-sulfamide organocatalysts with different side chains demonstrates that the enantioselectivity is mainly controlled by the chiral pyrrolidine unit and the additional chiral center at the side chain exerts neglectable effects. The H-bonding interaction between the sulfamide and the nitro group is proposed to be crucial for the activation of the nitroalkene and the constitution of well-organized transition state. Copyright
Highly enantioselective conjugate addition of aldehydes to nitroolefins catalyzed by chiral bifunctional sulfamides
Zhang, Xue-Jing,Liu, Sheng-Ping,Li, Xue-Ming,Yan, Ming,Chan, Albert S. C.
supporting information; experimental part, p. 833 - 835 (2009/07/10)
Chiral bifunctional sulfamides were found to be highly efficient organocatalysts for the conjugate addition of aldehydes to nitroolefins in the presence of base additives. The Royal Society of Chemistry.
Sulfonylamine-Mediated Sulfamation of Amines. A Mild High Yield Synthesis of Sulfamic Acid Salts
DuBois, Grant E.,Stephenson, Rebecca A.
, p. 5371 - 5373 (2007/10/02)
-