90696-12-1Relevant articles and documents
Optically active aminoalcohol promoted addition of 2-pyridylthioester boron enolates to imines: Enantioselective one-pot synthesis of β-lactams
Annunziata, Rita,Benaglia, Maurizio,Cinquini, Mauro,Cozzi, Franco,Molteni, Valentina,Raimondi, Laura
, p. 8941 - 8952 (2007/10/02)
The enolates derived from 2-pyridylthioesters by treatment with BCl3·Me2S and enantiomerically pure aminoalcohols react with aromatic and heteroaromatic imines to afford β-lactams in a convenient one-pot procedure and in up to 78% e.
Synthesis of β-lactams by condensation of the tin enolates of 2-pyridylthioesters with imines. A comparison between titanium and tin enolates
Annunziata, Rita,Benaglia, Maurizio,Cinquini, Mauro,Cozzi, Franco,Raimondi, Laura
, p. 5821 - 5828 (2007/10/02)
Addition of triethylamine to a mixture of 2-pyridylthioesters and SnCl4 or SnBr4 affords the corresponding tin(IV) enolates that add to imines to give β-lactams in fair to good yields and with various degree of trans/cis stereoselectivity. Examples of highly diastereofacially selective reactions carried out on a chiral thioester and on a chiral imine are also reported. The results are compared with those obtained in the condensations promoted by TiCl4 and TiBr4.