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[2+2]-Cycloaddition von Ketenen an «Maleinisoimide» und Überführung der spiroverknüpften b̃-Laktame in Muconsäure- und Tetramsäurederivate

✍ Scribed by Hans-Georg Capraro; Pierre Martin; Tammo Winkler


Publisher
John Wiley and Sons
Year
1983
Tongue
German
Weight
935 KB
Volume
66
Category
Article
ISSN
0018-019X

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✦ Synopsis


[2+2]‐Cycloaddition of ‘Maleic Isoimides’ with Ketenes and Reactions of Spiro‐b̃‐lactams to Muconic and Tetramic Acids

The [2 + 2]‐cycloaddition of iminolactones of type 2 (‘maleic isoimides’) with various ketenes affords spiro‐b̃‐lactams 4–6. These highly functionalized compounds react with CH~3~ONa giving ketoadipinic acid derivatives 12 and/or pyrrolidinediones 7, depending on the reaction temperature and the nature of substituents.