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. GENNARI
Primo
;
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.
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/2434/176998
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