Tetrahedron Letters p. 3489 - 3492 (1981)
Update date:2022-08-06
Topics:
McCombie, S. W.
Ganguly, A. K.
Girijavallabhan, V. M.
Jeffrey, P. D.
Lin, S.
at al.
Stereocontrolled syntheses of the diastereoisomeric 6-(1-hydroxyethyl)-2-ethylthio and 2-(2-aminoethylthio)-penem-3-carboxylates from a common monocyclic azetidinone precursor are described.Cu (I)-promoted cyclisation of suitable N/C-3 secopenems is shown to yield "isopenems" (7-oxo-2-thia-1-azabicyclo<3.2.0>hept-3-enes) as the sole bicyclic product.
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