113236-72-9Relevant academic research and scientific papers
CYCLIC β-ENAMINOESTERS DECARBOXYLATION WITH BORIC ACID : A CONVENIENT SYNTHESIS OF CYCLIC IMINES
Bacos, Daniel,Celerier, Jean-Pierre,Lhommet, Gerard
, p. 2353 - 2354 (1987)
Δ1-pyrrolines, Δ1-piperideines and 1-aza 1-cycloheptenes are formed in good yields from the decarboxylation of alkylated cyclic β-enaminoesters with boric acid.
Stereodivergent diversity oriented synthesis of piperidine alkaloids
Adriaenssens, Louis V.,Austin, Carolyn A.,Gibson, Mairi,Smith, David,Hartley, Richard C.
, p. 4998 - 5001 (2007/10/03)
Alkylidenetitanium reagents enable the reagent-controlled high throughput asymmetric synthesis of 2-substituted piperidines and rapid access to multiple cyclic imines using solid phase synthesis (SPS). The Schrock carbenes, generated by reduction of thioacetals, convert resin-bound esters into enol ethers. Treatment with acid releases amino ketones that are cyclized with TMSCl to give iminium salts. Reduction introduces a chiral centre at C-2, whose absolute stereochemistry is determined by a phenethylamine (PEA) chiral auxiliary. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.
Boric acid: a new regiospecific decarboxylating agent. Syntheses of cyclic imines, β-enaminones, and β-enaminodiketones from β-enaminoesters
Delbecq, Philippe,Bacos, Daniel,Celerier, Jean Pierre,Lhommet, Gerard
, p. 1201 - 1206 (2007/10/02)
The synthesis of cyclic imines 2, β-enaminones 6, and β-enaminodiketones 7 is described.Regio- and stereospecific thermolysis of β-enaminoesters 4 with boric acid permit these preparations in generally good yields. Key words: boric acid, cyclic β-enaminoesters, decarboxylation, cyclic imines, cyclic β-enaminones.
