5562-60-7Relevant academic research and scientific papers
A general catalytic β-C-H carbonylation of aliphatic amines to β-lactams
Willcox, Darren,Chappell, Ben G. N.,Hogg, Kirsten F.,Calleja, Jonas,Smalley, Adam P.,Gaunt, Matthew J.
, p. 851 - 857 (2016/11/25)
Methods for the synthesis and functionalization of amines are intrinsically important to a variety of chemical applications. We present a general carbon-hydrogen bond activation process that combines readily available aliphatic amines and the feedstock gas carbon monoxide to form synthetically versatile value-added amide products. The operationally straightforward palladium-catalyzed process exploits a distinct reaction pathway, wherein a sterically hindered carboxylate ligand orchestrates an amine attack on a palladium anhydride to transform aliphatic amines into β-lactams. The reaction is successful with a wide range of secondary amines and can be used as a late-stage functionalization tactic to deliver advanced, highly functionalized amine products of utility for pharmaceutical research and other areas.
Selective ring contraction of 5-spirocyclopropane isoxazolidines mediated by acids
Cordero, Franca M.,Pisaneschi, Federica,Salvati, Maria,Paschetta, Valentina,Ollivier, Jean,Salauen, Jacques,Brandi, Alberto
, p. 3271 - 3280 (2007/10/03)
Thermolysis of 3,4-cis ring-fused 5-spirocyclopropane isoxazolidines 16, 18-21, 33, 34, 38a, and 61, in the presence of a protic acid at 70-110 °C, yielded 3,4-cis ring-fused azetidin-2-ones 22-26, 41, 42, 46, and 62 with concomitant extrusion of ethylene
A NOVEL OXIDATIVE RING-OPENING REACTION OF ISOXAZOLIDINES: SYNTHESES OF β-AMINO KETONES AND β-AMINO ACID ESTERS FROM SECONDARY AMINES
Murahashi, Shun-Ichi,Kodera, Yoichi,Hosomi, Tatsuhide
, p. 5949 - 5952 (2007/10/02)
A novel oxidative ring-opening reaction of isoxazolidines upon treatment with an electrophile and subsequently with a base gives β-amino ketones and β-amino acid esters highly efficiently.
