Dipolar 1,3-cycloaddition of arylnitriloxides on 1,2-dihydroisoquinolines in a two-phase medium
β Scribed by Said Kitane; Amina Taimi; Abdelmejid Bahloul; Abdelfatah Sebban; Mohamed Berrada; Jean-Pierre Joly
- Publisher
- Journal of Heterocyclic Chemistry
- Year
- 2000
- Tongue
- English
- Weight
- 228 KB
- Volume
- 37
- Category
- Article
- ISSN
- 0022-152X
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β¦ Synopsis
Abstract
The 1,3βdipolar cycloaddition of arylnitriloxides on 1,2βdihydroisoquinoline derivatives led to new 3βaryl, 3aβ8,9,9aβtetrahydro[5,4βc]βisoxazoloisoquinoline adducts. The regioselectivity of the cycloaddition reactions is discussed on the basis of ^1^H and ^13^C NMR data.
π SIMILAR VOLUMES
Influence of a 2-Fluoro Substituent on Diastereoselectivity in the 1,3-Dipolar Cycloadditions of Nitrones. -2-Fluoro nitrones, e.g. (IIIa)-(IIIc), show reverse diastereoselectivity in the title reaction compared with 2-hydro nitrones such as (IIId)-(IIIf). It is noteworthy that no appropriate catal