Reaction of 5-(2-naphthaIenol) -l-pentenes with 1(111)reagents results in nucleophilic substitutionat C-1 rather than[4+21 intramolecular ioniccycloadditionof tfreproposed intermediate arenoxenium cations. Treatment of the sameprecursors withaluminium chlorideresultsin a stereoselective intramolecul
Stereoselective formation of spirolactams by intramolecular ene reaction
โ Scribed by J. Cossy; A. Bouzide
- Publisher
- Elsevier Science
- Year
- 1992
- Tongue
- French
- Weight
- 256 KB
- Volume
- 33
- Category
- Article
- ISSN
- 0040-4039
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โฆ Synopsis
A new and facile access IO spirolactams based on the thermal rearrangements of NN-unsaturated dialkyl-pkeroamides and NJ-unsaturated
dialkyl enaminoamides has been developed.
๐ SIMILAR VOLUMES
The I .74iencs 3ac with a double-activated cnophile moiety undzrgo thermal and zinc bromide catalyzed intramolecular ene rcactions lcading to rrurts-1.2-disubstitutcd cyclohexanes 4a-c in up to 8 9 9 ~ yield, highly diastcrcoselectively. The synthesis of cyclulicxaim from 1.7-diencs has not been fca
The iron-catalyzed six-membered ring carbocyclizations of 5-oxa-2,8,10-undecatriene derivatives proceed with high regio-and stereoselectivity to yield trans-3,4-disubstituted tetrahydropyrans. Substrates containing an alkyl substituent at the 4-or the 7-position of the starting triene ether cyclize