115796-72-0Relevant academic research and scientific papers
TiCl4-MEDIATED REACTIONS OF SILYL KETENE ACETALS DERIVED FROM N-METHYLEPHEDRINE ESTERS: ASYMMETRIC SYNTHESIS OF β-LACTAMS
Gennari, Cesare,Schimperna, Giuliana,Venturini, Isabella
, p. 4221 - 4232 (2007/10/02)
TiCl4 mediated addition of silyl ketene acetals derived from N-methylephedrine esters to various aldehydes and imines was used as the key-step in the enantio- and diastereo-controlled synthesis of β-lactams.Thus 3,4-trans and cis substituted-2-azetidinone
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
