Beckmann rearrangement of α,β-unsaturated ketoximes in cyclic systems
1971; Elsevier BV; Volume: 27; Issue: 22 Linguagem: Inglês
10.1016/s0040-4020(01)91704-1
ISSN1464-5416
AutoresTadashi Sato, Hirohisa Wakatsuka, K. Amano,
Tópico(s)Chemical Synthesis and Reactions
ResumoSeveral cyclic α,β-unsaturated ketoximes, or their tosylates were subjected to the Beckmann rearrangement. With all compounds except 8b, groups located anti to the leaving group migrated efficiently, irrespective as to whether the migrating group was alkyl or olefinic. The olefinic group in 8b, however, resisted the migration and this was interpreted in terms of the steric effect in the transition state.
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