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- W2071323384 abstract "School of Chemistry and Molecular Engineering, Seoul National University, Seoul 151-742, KoreaReceived February 13, 2001 A stereoselective synthesis of 1 β-aminocarbapenems ( 11a-c) starting from 4-acetoxy-2-azetidinone derivative4 is described. 4-Acetoxy-2-azetidinone derivative (4) was reacted with the lithium enolate of benzophenoneimine 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 togive carbapenems (9a-c). Removal of all protecting groups of carbapenems (9a-c) afforded 1β-aminocarbap-enems (11a-c).Keywords : Carbapenems, Phosphite-mediated reductive cyclization, Benzophenone imines of glycine esters. IntroductionSince the discovery of thienamycin (1)," @default.
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- W2071323384 date "2010-05-22" @default.
- W2071323384 modified "2023-09-26" @default.
- W2071323384 title "ChemInform Abstract: A Stereoselective Synthesis of 1β-Aminocarbapenems." @default.
- W2071323384 cites W881369301 @default.
- W2071323384 doi "https://doi.org/10.1002/chin.200217220" @default.
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