474744-52-0Relevant academic research and scientific papers
Expedient mukaiyama-type mannich reaction catalyzed by lithium chloride
Hagiwara, Hisahiro,Iijima, Daiki,Awen, Bahlul Z. S.,Hoshi, Takashi,Suzuki, Toshio
experimental part, p. 1520 - 1522 (2009/04/07)
The Mannich reaction of methylsilyl enol ether with arylaldimine proceeded in the presence of a catalytic amount of lithium chloride in dimethylformamide at room temperature. The reaction was mild enough to apply to aldimines having the AcO, TBDMSO, or MeS group. Microwave irradiation accelerated the reaction substantially to reduce reaction time.
Lewis base catalyzed mannich-type reactions between trimethylsilyl enol ethers and aldimines
Fujisawa, Hidehiko,Takahashi, Eiki,Mukaiyama, Teruaki
, p. 5082 - 5093 (2008/02/10)
Lewis base catalyzed Mannich-type reaction between trimethylsilyl enol ethers and N-tosylaldimines is described. Nitrogen anions generated from amides or imides such as lithium benzamide or potassium phthalimide are found to be effective Lewis base cataly
A Simple, Mild Synthesis of 3-Aryl-2-methylidene-3-(p-tolylsulfonylamino)propanoates
Campi, Eva M.,Holmes, Andrea,Perlmutter, Patrick,Teo, Chin Chin
, p. 1535 - 1540 (2007/10/03)
A mild synthesis of 3-aryl-2-methylidene-3-(tosylamino)propanoates is described.The potential utility of these products is demonstrated by simple preparation of the ethyl esters of syn- and anti-3-amino-2-methyl-3-phenylpropanoic acid.
Diastereoselective Synthesis of β-Amino Esters by the Lewis Acid-Mediated Reaction of N-Tosyl Aldimines with Ketene Bis(trimethylsilyl) Acetals
Shimada, Shigeru,Saigo, Kazuhiko,Abe, Masanori,Sudo, Atsushi,Hasegawa, Masaki
, p. 1445 - 1448 (2007/10/02)
In the presence of titanium(IV) bromide, N-tosyl aldimines smoothly reacted with ketene bis(trimethylsilyl) acetals at low temperature, and upon esterification anti-β-amino esters were obtained selectively.
