Thermal rearrangement of N-silymethylated azadienes to N-silylated 2-pyrrolines
β Scribed by Mitsuru Ohno; Hiroyuki Miyata; Mitsuo Komatsu; Yoshiki Ohshiro
- Publisher
- Elsevier Science
- Year
- 1991
- Tongue
- French
- Weight
- 188 KB
- Volume
- 32
- Category
- Article
- ISSN
- 0040-4039
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π SIMILAR VOLUMES
N-Cyclopropylimines rearrange under thermal conditions to give 1-pyrrolines. The effect of imine and cyclopropane substitution is explored. This methodology allows the presence of different substituents (alkyl, alkenyl, aryl) and the reaction proceeds regiospecifically.
## Abstract Reactions of cyclohexanoneβderived enamines (I) with nitrobutene (II) affords cyclic nitronates (III) instead of the expected isomeric nitrones of type (V).
N,N-dibe3rzyl-2-amh30propamd la daived from alanine rearrangesto the cormaponding ketone,NJ%tibenzyl-1-aminopropanone uponexpmuretoeirher silieagelor pyridhrimnacetate. Simitar rearmngemenrado not occur with aldebydes&aivedfrom phenytafinhte, valirre, leueine, prolineor phenylglycirre. Ooe meeharris