Rearrangement of the intermediate 1,4-biradicals in photocycloaddition of cyclohex-2-enones to alkenes
β Scribed by Ralf Constien; Bernd Kisilowski; Lars Meyer; Paul Margaretha
- Publisher
- Springer
- Year
- 1999
- Tongue
- English
- Weight
- 198 KB
- Volume
- 48
- Category
- Article
- ISSN
- 1573-9171
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## Abstract Dihydrothiinone **9a** undergoes photocycloaddition regioselectively to all three Cο£ΎC bonds of pentaβ1,2,4βtriene (**10**), the relative stabilities of the biradical intermediates determining the product distribution. In contrast, cyclohexenone **9b** and dihydropyranone **9c** afford m
Complete trapping of 1,4-diradical intermediates, formed in the photocycloaddition of 9, provide direct evidence that first bond formation takes place at either C(ct) or C(13) positions of the cyclic enone. No cleavage of the 1,4-diradical 10 or endo-diradical intermediates 11 and 12 could be detect
Complete trapping of 1.4~diradical intermediates, formed in the intramolecular [2+2] photocycloaddition of 13. provide direct evidence for the exclusive formation of the first bond at the C(8) of the cyclic enone. This result is found in full agreement with the previously studied compounds 1. Copyr
The Beckmann Rearrangement of Cyclohex-2-enone Oximes. Synthesis of 4, 5-Diphenyl-2,3,4,5-tetrahydro-1H-azepin-2-one. -The title compound (VI), which is an intermediate for the preparation of certain pesticides, can be prepared from both isomeric oximes (IV) and (V). In contrast, only the syn oxime