61458-04-6Relevant articles and documents
A new polymer-supported reagent for the synthesis of β-lactams in solution
Donati, Donate,Morelli, Costanza,Porcheddu, Andrea,Taddei, Maurizio
, p. 9316 - 9318 (2007/10/03)
A modified Mukaiyama reagent was prepared on a PS-DVB resin. This reagent was used for the preparation of β-lactams, using the Staudinger reaction. The products were obtained by generating the ketene from a carboxylic acid under sonication with the resin followed by reaction with the imine. Excess of the imine was removed by reduction followed by acid scavenging.
Reagents and Synthetic Methods. Part 58. Synthesis of β-Lactams from Acetic Acids and Imines promoted by Vilsmeier Type Reagents
Arrieta, Ana,Lecea, Begona,Palomo, Claudio
, p. 845 - 850 (2007/10/02)
The development of a practical method for the stereospecific preparation of several 3-substituted β-lactams from acetic acids and imines is described.The key step of the method is the activation of the carboxy component by means of Vilsmeier type reagents.The preparation of some N-(2'-hydroxyethyl)-β-lactams and N-(p-dimethyl-t-butylsiloxyphenyl)-β-lactams as intermediates for N-H azetidinones is also reported.For the last compounds the steric bulk of the N-substituent is the key feature for a high cis-β-lactam formation.
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.