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Synthesis and cycloadditions of a bicyclobutane bridged diazoketone

โœ Scribed by J. Elzinga; R.F. Heldeweg; H. Hogeveen; E.P. Schudde

Book ID
104245788
Publisher
Elsevier Science
Year
1978
Tongue
French
Weight
212 KB
Volume
19
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Diazoketones are widely used as precursors in the preparation of various kinds of ring-systems by reaction with unsaturated substratesI. The reaction of diazoketones with electron-poor alkenes yields pyrazolines'; or, in case of preliminary loss of nitrogen, the corresponding keto-

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โœ Tochtermann, Werner ;Panitzsch, Torsten ;Peschanel, Matthias ;Wolff, Christian ; ๐Ÿ“‚ Article ๐Ÿ“… 1997 ๐Ÿ› John Wiley and Sons ๐ŸŒ English โš– 533 KB

## Abstract Irradiation of the dihydrooxepine monoester (+)โ€4 gives the bridged bicyclobutane (+)โ€5 in 77% yield. On the other hand, the corresponding diester 1 yields the cyclobutene 2. Possible explanations for this differing behaviour are discussed.