Reactions of nitrones with di- and tetrahydropyrans
✍ Scribed by Kh. F. Sagitdinova; U. G. Ibatullin; Z. R. Gallyamova; G. A. Rakhmatullina; N. A. Akmanova; M. G. Safarov
- Book ID
- 104783344
- Publisher
- Springer US
- Year
- 1990
- Tongue
- English
- Weight
- 306 KB
- Volume
- 26
- Category
- Article
- ISSN
- 0009-3122
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✦ Synopsis
N-(Benzylidene)-and N-(2-phenylamino-2-oxoethylidene)aniline N-oxides add stereospecifically to the double bond in 4-methylene-and 4-acryloylamino-4-methyltetrahydropyrans to give substituted isoxazolidines. The use of 4-methyl-5-arylamino-and 4-arylaminomethyl-5,6-dihydro-2H-pyrans for the synthesis of novel N-oxides has given tricyclic adducts resulting from intramolecular cyclization of the required compounds.
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The reaction of nitrones with various indole derivatives has been studied. When the reaction was promoted by ClSiMe 3 , the isolated products were 3,3 H -diindolylalkanes. With HCl as the activating reagent, 3-indolylhydroxylamines were isolated. The diastereoselectivity of this condensation with a
## Abstract Ferrocenyl nitrones derived from aldehydes or oximes react with electron deficient alkenes to give ferrocenylisoxazolidines. 5‐Methoxycarbonylisoxazolidines are further transformed to ferrocenyl‐pyrrolidinones by reductive cleavage. The regio‐ and stereoselectivity of the reactions are