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chemistry, organic (7) 7
oxalimide cyclization (7) 7
efficient synthesis (3) 3
beta-lactam antibiotics (2) 2
carbapenem antibiotics (2) 2
carbapenems (2) 2
chemistry, applied (2) 2
chemistry, medicinal (2) 2
eschenmoser sulfide contraction (2) 2
penem antibiotics (2) 2
-thienamycin (1) 1
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acids (1) 1
anti-bacterial agents - chemical synthesis (1) 1
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antibacterial (1) 1
antibiotics (1) 1
beta lactam antibiotics (1) 1
beta-lactams (1) 1
cyclic compounds (1) 1
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ester (1) 1
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k dx chemistry, medicinal (1) 1
k ee chemistry, organic (1) 1
lactams (1) 1
microbial sensitivity tests (1) 1
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penems (1) 1
peptidic prodrugs (1) 1
radical cyclization (1) 1
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JOURNAL OF ORGANIC CHEMISTRY, ISSN 0022-3263, 10/1996, Volume 61, Issue 20, pp. 7125 - 7132
Staudinger cycloaddition of activated acid chlorides to 1,3-ketoaldimines, prepared in quantitative yields from 1,3-ketoaldehydes and amino esters, gave in... 
OXALIMIDE CYCLIZATION | RADICAL CYCLIZATION | EFFICIENT SYNTHESIS | CHEMISTRY, ORGANIC | INTERMEDIATE | SYSTEMS | CARBAPENEM ANTIBIOTICS | Beta lactam antibiotics | Cyclic compounds | Research
Journal Article
Organic Process Research & Development, ISSN 1083-6160, 08/2012, Volume 16, Issue 8, pp. 1338 - 1347
The research, development, and scale-up of the broad-spectrum antibacterial candidate sulopenem are presented. An enabled medicinal chemistry synthesis of this... 
CYCLIZATION REACTION | PENEM ANTIBIOTICS | OXALIMIDE CYCLIZATION | ACIDS | RING | CARBAPENEMS | EFFICIENT SYNTHESIS | CHEMISTRY, ORGANIC | BETA-LACTAM ANTIBIOTICS | CHEMISTRY, APPLIED | ESCHENMOSER SULFIDE CONTRACTION | NUCLEAR ANALOGS
Journal Article
Organic Process Research & Development, ISSN 1083-6160, 08/2012, Volume 16, Issue 8, pp. 1348 - 1359
Previous synthetic processes for the preparation of sulopenem involved multistep linear sequences in which the chiral sulfoxide side chain was introduced early... 
PENEM ANTIBIOTICS | OXALIMIDE CYCLIZATION | 1-BETA-METHYLCARBAPENEMS | CARBAPENEMS | EFFICIENT SYNTHESIS | ANTIBACTERIAL | HEXAFLUORO-2-PROPANOL | CHEMISTRY, ORGANIC | CHEMISTRY, APPLIED | ESCHENMOSER SULFIDE CONTRACTION | BETA-LACTAMS | RING-CLOSURE
Journal Article
Bioorganic & Medicinal Chemistry Letters, ISSN 0960-894X, 1998, Volume 8, Issue 19, pp. 2793 - 2796
The phosphite mediated Oxalimide cyclization reaction was extended to 4-dithiocarbonates of N-oxalyl-2-azetidinones to synthesize 2-alkoxy penems 3. In... 
CHEMISTRY, ORGANIC | ANTIBIOTICS | CHEMISTRY, MEDICINAL | OXALIMIDE CYCLIZATION | Anti-Bacterial Agents - chemical synthesis | Microbial Sensitivity Tests | Gram-Negative Bacteria - drug effects | Lactams | Anti-Bacterial Agents - pharmacology | Gram-Positive Bacteria - drug effects
Journal Article
Tetrahedron Letters, ISSN 0040-4039, 1995, Volume 36, Issue 5, pp. 771 - 774
Organocuprate reagents react with CS 2 and 4-acetoxyazetidinone to form azetidinone dithiocarboxylic esters, which can be converted to the corresponding penems... 
OXALIMIDE CYCLIZATION | CHEMISTRY, ORGANIC
Journal Article
Synthetic Communications, ISSN 0039-7911, 01/2001, Volume 31, Issue 4, pp. 587 - 594
An efficient and reproducible synthesis of orally active 2-tetrahydrofuranylthio-1β-methylcarbapenem 16 (OCA-983) via the Wittig process was developed. The... 
PEPTIDIC PRODRUGS | ESTER | OXALIMIDE CYCLIZATION | STRATEGY | CHEMISTRY, ORGANIC | CARBAPENEM ANTIBIOTICS | (+)-THIENAMYCIN
Journal Article
Bioorganic & Medicinal Chemistry Letters, ISSN 0960-894X, 1997, Volume 7, Issue 5, pp. 623 - 628
As with the oxapenems, the 2-tert-butyl substituents substantially increased the hydrolytic stability of penems. The corresponding penems 1 and 2 were prepared... 
K EE CHEMISTRY, ORGANIC | CHEMISTRY, MEDICINAL | OXALIMIDE CYCLIZATION | PENEMS | CHEMISTRY, ORGANIC | BETA-LACTAM ANTIBIOTICS | K DX CHEMISTRY, MEDICINAL
Journal Article
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