1059526-54-3Relevant academic research and scientific papers
Asymmetric cyanation of nitroalkenes catalyzed by a salen-titanium catalyst
Lin, Li,Yin, Wen,Fu, Xu,Zhang, Jinlong,Ma, Xiaojuan,Wang, Rui
, p. 83 - 89 (2012)
The salen-Ti complex catalyzed cyanation of nitroolefins was accomplished via the silyl nitronate intermediate for the synthesis of chiral β-nitronitriles with e.r. up to 92:8 and high yields (up to 90%). The catalyst also kept a high turnover frequency a
Asymmetric addition of cyanide to β-nitroalkenes catalysed by chiral salen complexes of Titanium(IV) and Vanadium(V)
North, Michael,Watson, James M.
, p. 2405 - 2409 (2013/08/23)
Structurally well-defined bimetallic titanium(IV) (salen) and monometallic vanadium(V) (salen) complexes have been used as catalysts for the asymmetric addition of trimethylsilyl cyanide to β-nitroalkenes to produce chiral nitronitriles with ee values in the range of 79-89% and conversions up to 100% at 0°C. The reaction conditions (solvent, temperature, time and vanadium complex counter-ion) were optimised, and it was shown that the catalyst loading could be significantly reduced (20 to 2mol%) and the reaction temperature increased (-40 to 0°C) compared to previous studies that used an insitu prepared catalyst. The results are compared and contrasted with previous results obtained by using the same catalysts for the asymmetric addition of trimethylsilyl cyanide to aldehydes, and a transition-state structure for the asymmetric addition of trimethylsilyl cyanide to nitroalkenes is proposed to account for the observed stereochemistry.
A general one-step synthesis of β-nitronitriles
Anderson, James C.,Blake, Alexander J.,Mills, Matthew,Ratcliffe, Paul D.
supporting information; experimental part, p. 4141 - 4143 (2009/05/27)
(Chemical Equation Presented) The unusual β-nitronitrile functionality was prepared by a simple one-step Kydrocyanation of nitroalkenes. These compounds were shown to be precursors to monoprotected 1,3-diamines and 1,3-amino alcohols through the in situ f
