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 ofβ-lactams. Thus 3,4-trans and cis substituted-2-azetidinones were synthesized in good yield and high enantiomeric purity, and transformed by using established methods to known precursors of carbapenem antibiotics.
TICL4-MEDIATED REACTIONS OF SILYL KETENE ACETALS DERIVED FROM N-METHYLEPHEDRINE ESTERS - ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS / C.M.A. GENNARI, G. SCHIMPERNA, I. VENTURINI. - In: TETRAHEDRON. - ISSN 0040-4020. - 44:13(1988), pp. 4221-4232.
TICL4-MEDIATED REACTIONS OF SILYL KETENE ACETALS DERIVED FROM N-METHYLEPHEDRINE ESTERS - ASYMMETRIC-SYNTHESIS OF BETA-LACTAMS
C.M.A. GENNARIPrimo
;
1988
Abstract
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 ofβ-lactams. Thus 3,4-trans and cis substituted-2-azetidinones were synthesized in good yield and high enantiomeric purity, and transformed by using established methods to known precursors of carbapenem antibiotics.
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
