On treatment with bases, the C3-C4 bonds of the 3-substituted 4-(1-iminoethyl)-or 4-acetylazetidin-2-ones 8f, 8g and 8i are cleaved heterolytically to afford, depending on the nature of the 3-substituent, ring expansion or other products (14, 19 and 27, respectively). Related compound 8h undergoes a base-induced ring transformation to afford compound 23 only after oxidation to the stereoisomeric disulfanes 20. Compound 8d, when treated with HCl, undergoes a ring transformation to pyrrolidin-2-one 32.
|Number of pages||13|
|Journal||Collection of Czechoslovak Chemical Communications|
|Publication status||Published - Jan 1 1999|
- Ring transformations
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