A stereoselective synthesis of 1β-aminocarbapenems (11a-c) starting from 4-acetoxy-2-azetidinone derivative 4 is described. 4-Acetoxy-2-azetidinone derivative (4) was reacted with the lithium enolate of benzophenone imine of glycine phenyl ester (5f) to give alkylated product (R)-6f in good yield with high diastereoselectivity. The alkylated product (R)-6f was transformed to thioesters (7a-c) by transesterification with thiols, Thioesters (7a-c) were converted to their oxalimides (8a-c), followed by the phosphite-mediated reductive cyclization to give carbapenems (9a-c). Removal of all protecting groups of carbapenems (9a-c) afforded 1β-aminocarbap-enems (11a-c)
3-(1-tert-Butyldimethylsiloxyethyl)-4-phenylsulfinylazetidin-2-one reacted smoothly with various typ...
Department of Chemistry and Chemical Engineering, Stevens Institute of Technology, Hoboken, New Jers...
Michael addition of dibenzylamine to (-)-tert-butyl isochaminate, prepared in three steps from (-)-p...
The reaction of the titanium enolalc of a 2-pyridylthioesler derived from (R)-3-hydroxybutync acid w...
Reaction of azetidinone phosphoranes with an aldehyde gave olefins which were converted into carbape...
After the isolation of (+)-thienamycin in 1976,1 car-bapenems and penems have received much attenti...
The first general approach toward the asymmetric synthesis of 4-alkyl-4-carboxy-2-azetidinones deriv...
13-Oxobaccatins, readily available from the naturally abundant 10-deacetyl-baccatin III (10-DAB III)...
This thesis is concerned with the development of new synthetic routes for the asymmetric syntheses o...
The retro-Dieckmann reaction has been used as a stereodivergent synthetic tool on N-Boc-7-azabicyclo...
Stereoselective enolate trapping of lithium (1S, 2R, 4R)- 10-dicyclohexylsulfamoylisobornyl-2-cyano-...
TiCl4 mediated addition of silyl ketene acetals derived from N-methylephedrine esters to various ald...
Typescript (photocopy).The cyclization of the benzyl carbamate of 6-hepten-2-amine (31) with mercuri...
Abstract- Carbapenems 6 were prepared by reacting mercaptans with bromoketone 3 followed by a Wittig...
Ethyl 3-hydroxybutyrate has been first transformed into the corresponding silyl ketene acetal and th...
3-(1-tert-Butyldimethylsiloxyethyl)-4-phenylsulfinylazetidin-2-one reacted smoothly with various typ...
Department of Chemistry and Chemical Engineering, Stevens Institute of Technology, Hoboken, New Jers...
Michael addition of dibenzylamine to (-)-tert-butyl isochaminate, prepared in three steps from (-)-p...
The reaction of the titanium enolalc of a 2-pyridylthioesler derived from (R)-3-hydroxybutync acid w...
Reaction of azetidinone phosphoranes with an aldehyde gave olefins which were converted into carbape...
After the isolation of (+)-thienamycin in 1976,1 car-bapenems and penems have received much attenti...
The first general approach toward the asymmetric synthesis of 4-alkyl-4-carboxy-2-azetidinones deriv...
13-Oxobaccatins, readily available from the naturally abundant 10-deacetyl-baccatin III (10-DAB III)...
This thesis is concerned with the development of new synthetic routes for the asymmetric syntheses o...
The retro-Dieckmann reaction has been used as a stereodivergent synthetic tool on N-Boc-7-azabicyclo...
Stereoselective enolate trapping of lithium (1S, 2R, 4R)- 10-dicyclohexylsulfamoylisobornyl-2-cyano-...
TiCl4 mediated addition of silyl ketene acetals derived from N-methylephedrine esters to various ald...
Typescript (photocopy).The cyclization of the benzyl carbamate of 6-hepten-2-amine (31) with mercuri...
Abstract- Carbapenems 6 were prepared by reacting mercaptans with bromoketone 3 followed by a Wittig...
Ethyl 3-hydroxybutyrate has been first transformed into the corresponding silyl ketene acetal and th...
3-(1-tert-Butyldimethylsiloxyethyl)-4-phenylsulfinylazetidin-2-one reacted smoothly with various typ...
Department of Chemistry and Chemical Engineering, Stevens Institute of Technology, Hoboken, New Jers...
Michael addition of dibenzylamine to (-)-tert-butyl isochaminate, prepared in three steps from (-)-p...