Novel selenium‐containing bicyclic β‐lactams were obtained through stereoselective insertion of (but‐3‐enyl)seleno and propargylseleno moieties at the C(4) positions of azetidinones with subsequent ring‐closing enyne metathesis.
Facile Synthesis of Selenium-Containing Bicyclic β-Lactams Through EnyneMetathesis. -Novel selenium-containing bicyclic β-lactams are synthesized by a stereoselective insertion of (but-3-enyl)seleno and propargylseleno moieties at the C(4) positions of azetidinones with subsequent ring-closing enyne metathesis. Previously unknown intermediates (III) are treated with Grubbs' second generation catalyst giving bicyclic products in moderate yield, except for (IVa) bearing a terminal alkyne group which is only isolated in traces. Substrates (V) react under similar conditions. -(BANKAR, D. B.; KOKETSU*, M.; Eur.
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