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1988 (1)
1987 (1)
1Author    Ann Herm, Eckhard Frister, SchlimmeRequires cookie*
 Title    RingÖffnungsreaktionen an bioreaktiven Lactamsystemen Ring Opening Reactions of Bioreactive Lactam Systems  
 Abstract    l-ß-D -R ibofuranosylpyrrolidin-2,5-dione (9) was synthesized by ribosylation o f N-silylated succinimide (7) with 1,2,3,5-tetra-O -acetyl-ß-D -ribofuranose in acetonitril in the presence o f tin tetrachloride. The com pounds 9, l-ß-D -ribofuranosyl-l-H -pyrrol-2,5-dione (5) and N-methyl-maleinimide (2) were converted with am m onia to the ring-opened com ponents 16,14 and 15. The bioreactivity o f the N -m aleinim ide derivatives 2 and 5 with respect to addition and ring-opening reactions with am ino acid side chains containing either thiol or am ino groups was shown in model reactions with glutathion (com pds. 17, 18) and lysine (com pds. 19, 20). The ring opening reaction o f 3 -m eth y l-3 -p h en y l-l-ß -D -rib o fu ra n o sy lp y rro lid in -2 . d em onstratin g the p o ssib ility o f g ly co su c cin y la tio n o f 
  Reference    Z. Naturforsch. 42c, 603 (1987); received D ecem ber 15 1986/February 11 1987 
  Published    1987 
  Keywords    Lactam Systems, Silylation, R ibosylation, R ibonucleosides, Bioselectivity 
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 TEI-XML for    default:Reihe_C/42/ZNC-1987-42c-0603.pdf 
 Identifier    ZNC-1987-42c-0603 
 Volume    42 
2Author    Kurt-Peter Raezke, Hermann Frister, Eckhard SchlimmeRequires cookie*
 Title    Ribosylierung mono-und bicyclischer Dicarbonsäureimide Ribosylation of Mono-and Bicyclic Dicarboxylic Acid Imides  
 Abstract    The N-trimethylsilyl compounds of the cyclic imides derived from c/s-cyclohexan-l,2-dicar-boxylic acid, cw-4-cyclohexen-l,2-dicarboxylic acid and phthalic acid were prepared. Reaction of the N-silylated cyclic imides 2 and 10 with 1,2,3,5-tetra-O-acetyl-ß-D-ribofuranose in the presence of tin tetrachloride yielded the appropriate unusual ribonucleosides 4 and 12 whereas 14 led only to traces of the ribosylated derivative. The silylation and ribosylation sites in the aforementioned bicyclic imides were proved by "H, 13 C, and 29 Si NMR spectroscopy and compared with data found for the monocyclic imides N-succinimide and N-maleinimide. 
  Reference    Z. Naturforsch. 43c, 397—402 (1988); received November 26 1987/February 9 1988 
  Published    1988 
  Keywords    Dicarboxylic Acid Imides, Lactam Systems, Silylation, Ribosylation, Ribonucleosides 
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 TEI-XML for    default:Reihe_C/43/ZNC-1988-43c-0397.pdf 
 Identifier    ZNC-1988-43c-0397 
 Volume    43