
Tetrahedron p. 2505 - 2513 (1983)
Update date:2022-08-04
Topics:
Leanza, W. J.
DiNinno, Frank
Muthard, David A.
Wilkening, R. R.
Wildonger, Kenneth J.
et al.
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.
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