70454-01-2Relevant articles and documents
An improved method for the stereoselective synthesis of β-lactams from carboxylic acids and imines
Georg, Gunda I.,Mashava, Peter M.,Guan, Xiangming
, p. 581 - 584 (2007/10/02)
Carboxylic acids activated with Mukaiyama's reagent (2-chloro-N-methylpyridinium iodide) reacted with imines to produce β-lactams in good yields and with high stereoselectivity. The utilization of three equivalents of tripropylamine as the base was necess
Synthesis of β-lactams from acetic acids and imines induced by phenyl dichlorophosphate reagent
Arrieta,Cossio,Palomo
, p. 1703 - 1712 (2007/10/02)
The development of a practical method for the preparation of vinylamino-β-lactams from Dane salts and Schiff bases is described. Among the reagents known to produce β-lactams from imines and acetic acids, only phenyl dichlorophosphate and 1-methyl-2-chloropyridinium iodide are suitable for the synthesis of vinylamino-β-lactams. Reaction of acetic acids with ethanolimine derivatives promoted by phenyl dichlorophosphate affords oxazolidines instead of β-lactams. Protection of the hydroxyl group as the trimethylsilyl ether in the starting Schiff bases provides a convenient route to the corresponding β-lactams instead of oxazolidines. Some observations on the scope of the method are made.
N,N-DIMETHYLCHLOROSULFITEMETHAMINIUM CHLORIDE (SOCl2-DMF) A VERSATILE DEHYDRATING REAGENT.
Arrieta, A.,Aizpurua, J. M.,Palomo, C.
, p. 3365 - 3368 (2007/10/02)
N,N-dimethylchlorosulfitemethaminium chloride formed from thionyl chloride and dimethylformamide was found and efficient reagent for the synthesis of acyl azides from carboxylic acids and nitriles from oximes.It is also highly efficient for the direct synthesis of beta-lactams from carboxylic acids and imines avoiding the use of acid chlorides.