115757-19-2Relevant academic research and scientific papers
Efficient stereoselective route to β-lactams and their application to the stereoselective synthesis of a key intermediate for carbapenem antibiotic (+)-PS-5
Miyata, Okiko,Fujiwara, Yoko,Ninomiya, Ichiya,Naito, Takeaki
, p. 2167 - 2174 (2007/10/03)
A combination of a stereoselective addition of benzenethiol to α,β-unsaturated carboxylic acid derivatives and a subsequent substitution reaction of the corresponding sulfonium group with O-alkyl-hydroxamate anion has provided a new practical and stereoselective method for the construction of 3,4-disubstituted cis- and trans-β-lactams. A successful application was demonstrated by the formal asymmetric synthesis of (+)-PS-5.
A Novel Stereoselective Route to β-Lactams: Diastereoselective Synthesis of a Key Intermediate for Carbapenem Antibiotic (+)-PS-5
Miyata, Okiko,Fujiwara, Yoko,Ninomiya, Ichiya,Naito, Takeaki
, p. 2861 - 2862 (2007/10/02)
A combination of stereoselective addition of thiophenol to olefins and subsequent substitution of the corresponding sulfonium group with an O-alkylhydroxamate anion has provided a new practical and stereoselective method for the construction of β-lactams which has been successfully applied to the formal asymmetric synthesis of the carbapenem antibiotic (+)-PS-5 1.
Chelation-Controlled Enantioselective Synthesis of Key Intermediates for the Preparation of Carbapenem Antibiotics PS-5 and 1β-Methyl-PS-5
Gennari, Cesare,Cozzi, Pier Giorgio
, p. 4015 - 4021 (2007/10/02)
Reaction of the E silyl ketene acetal derived from (1S,2R)-N-methylephedrine butyrate (7) with TiCl4 and β-alkoxy aldehyde 5 gave the aldol product in 75percent yield as a 78:11:11 mixture of stereoisomers.In agreement with a chelated transition structure
