80575-10-6Relevant academic research and scientific papers
STEREOSELECTIVITY IN 6-HALOPENICILLANATE GRIGNARD REACTIONS
Brown, Bradley B.,Volkmann, Robert A.
, p. 1545 - 1548 (2007/10/02)
Structural modifications of 6-halopenicillanate Grignards result in increased "aldol" stereoselectivity.The intermediacy of tetrahedral penicillin carbanions in THF and β-lactam enolates in CH2Cl2/toluene is proposed.
AN EFFICIENT SYNTHESIS OF 2-SUBSTITUTED-THIO-6-HYDROXYETHYL-PENEM-3-CARBOXYLIC ACIDS VIA 2-THIOXOPENAMS
Leanza, W. J.,DiNinno, Frank,Muthard, David A.,Wilkening, R. R.,Wildonger, Kenneth J.,et al.
, p. 2505 - 2513 (2007/10/02)
Allyl and p-nitrobenzyl (5R,6S)-6-((R)-1-(t-butyldimethylsilyloxy)ethyl)-2-thioxopenam-3-carboxylates (19) were synthesized by base mediated cyclization of the corresponding 1-carboxylmethyl-4-phenoxy(thiocarbonyl)thio-2-azetidinones (16).The thioxopenams underwent alkylation and Michael reactions to produce 2-alkylthio- and 2-alkenylthio-penem derivatives 20 and 21.
SYNTHESIS OF OPTICALLY ACTIVE PENEMS
Girijavallabhan, V. M.,Ganguly, A. K.,McCombie, S. W.,Pinto, P.,Rizvi, R.
, p. 3485 - 3488 (2007/10/02)
A general synthesis for optically active penems is described.Penems undergo a novel thermal isomerisation reaction.
