19199-82-7Relevant articles and documents
Enantioselective synthesis of β-fluoro-β-aryl-α-aminopentenamides by organocatalytic [2,3]-sigmatropic rearrangement
Kasten, Kevin,Slawin, Alexandra M. Z.,Smith, Andrew D.
supporting information, p. 5182 - 5185 (2017/11/06)
The tetramisole-promoted catalytic enantioselective [2,3]-sigmatropic rearrangement of quaternary ammonium salts bearing a (Z)-3-fluoro-3-arylprop-2-ene group generates, after addition of benzylamine, a range of β-fluoro-β-aryl-α-aminopentenamides containing a stereogenic tertiary fluorine substituent. Cyclic and acyclic nitrogen substituents as well as various aromatic substituents are tolerated, giving the β-fluoro-β-aryl-α-aminopentenamide products in up to 76% yield, 96:4 dr, and 98:2 er.
An isothiourea-catalyzed asymmetric [2,3]-rearrangement of allylic ammonium ylides
West, Thomas H.,Daniels, David S. B.,Slawin, Alexandra M. Z.,Smith, Andrew D.
supporting information, p. 4476 - 4479 (2014/04/17)
Benzotetramisole promotes the catalytic asymmetric [2,3]-rearrangement of allylic quaternary ammonium salts (either isolated or prepared in situ from p-nitrophenyl bromoacetate and the corresponding allylic amine), generating syn-α-amino acid derivatives with excellent diastereo- and enantioselectivity (up to >95:5 dr; up to >99% ee).
Kinetic studies and predictions on the hydrolysis and aminolysis of esters of 2-S-phosphorylacetates
Trmcic, Milena,Hodgson, David R. W.
experimental part, p. 732 - 741 (2011/01/03)
Background: Heterobifunctional cross-linking agents are useful in both protein science and organic synthesis. Aminolysis of reactive esters in aqueous systems is often used in bioconjugation chemistry, but it must compete against hydrolysis processes. Her
