
Tetrahedron Letters p. 6983 - 6986 (1998)
Update date:2022-08-03
Topics:
Fekner, Tomasz
Baldwin, Jack E.
Adlington, Robert M.
Schofield, Christopher J.
Sulfoxides of (2S,5S,6S)-penams rearrange upon heating in benzene or toluene to form unusually stable azetidinone sulfenic acids. A reversal of the process, the annelation of the sulfenic acids, is disfavoured due to steric congestion on the endo-face of the corresponding penam sulfoxides.
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Doi:10.1021/ic0112903
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(1998)