1609100-30-2Relevant articles and documents
Approach to highly enantiopure β-amino acid esters by using lipase catalysis in organic media
Kanerva, Liisa T.,Csomos, Peter,Sundholm, Oskari,Bernath, Gabor,Fueloep, Ferenc
, p. 1705 - 1716 (1996)
Ethyl esters of ten alicyclic β-aminocarboxylic acids were resolved by lipase catalysis in organic solvents. The resolution was based on acylation of the amino group at the R-stereogenic centre with various 2,2,2- trifluoroethyl esters. An increase in the hydrophobic nature of the acyl donor enhanced the enantioselectivity and reactivity in the case of lipase SP 526 from Candida antarctica, while the opposite effect was observed with lipase PS from Pseudomonas cepacia. An unexceptional enantioselectivity enhancement was observed when 2,2,2-trifluoroethyl chloroacetate was used in the case of lipase PS catalysis.
Diastereoselective Photoredox-Catalyzed [3 + 2] Cycloadditions of N-Sulfonyl Cyclopropylamines with Electron-Deficient Olefins
White, Dawn H.,Noble, Adam,Booker-Milburn, Kevin I.,Aggarwal, Varinder K.
supporting information, p. 3038 - 3042 (2021/05/04)
A highly diastereoselective, visible-light-induced [3 + 2] cycloaddition between N-sulfonyl cyclopropylamines and electron-deficient olefins is reported. The reactions proceed via the oxidation of a sulfonamide aza-anion by an organic photocatalyst to generate a nitrogen-centered radical. Strain-induced ring opening and intermolecular addition to the olefin generate an intermediate carbon-centered radical that is reduced to an anion prior to 5-exo cyclization. This enables a highly diastereoselective construction of trans-cyclopentanes possessing synthetically useful functional groups.
Dirhodium(II)-Catalyzed (3 + 2) Cycloaddition of the N-Arylaminocyclopropane with Alkene Derivatives
Kuang, Yi,Ning, Yangbo,Zhu, Jin,Wang, Yuanhua
supporting information, p. 2693 - 2697 (2018/05/22)
Several (3 + 2) cycloaddition reactions catalyzed by dirhodium(II) complexes between N-arylaminocyclopropane and alkenes derivative have been developed. Preliminary mechanism studies suggest that dirhodium(II) complexes may decrease the bond-dissociation