Synthesis of cis,cis,cis-Tetrasubstituted Cyclobutanes. Trapping of Tetrahedral Intermediates in Intramolecular Nucleophilic Addition - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Journal of Organic Chemistry Année : 2000

Synthesis of cis,cis,cis-Tetrasubstituted Cyclobutanes. Trapping of Tetrahedral Intermediates in Intramolecular Nucleophilic Addition

Résumé

The intramolecular [2 + 2] photocycloaddition of bismaleimides leads to cage diimides 2. Nucleophilic addition on these compounds (NaBH4, RLi, or MeONa) gives rise to various diazatetracyclic 4 and 11 or oxadiazapentacyclic 3 “bowl shaped” alcohols. X-ray analyses of 3c and 11a provide definite structural data concerning these two highly functionalized compounds.

Domaines

Chimie
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hal-04056520 , version 1 (03-04-2023)

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  • HAL Id : hal-04056520 , version 1

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D. Laurenti, Maurice Santelli, Pèpe Gérard. Synthesis of cis,cis,cis-Tetrasubstituted Cyclobutanes. Trapping of Tetrahedral Intermediates in Intramolecular Nucleophilic Addition. Journal of Organic Chemistry, 2000, 65, pp.6418-6422. ⟨hal-04056520⟩
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