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- Title
Formal Aza-Diels--Alder Reactions of Spiroindolenines with Electronrich Dienes.
- Authors
Brambilla, Elisa; Leoni, Sara; Abbiati, Giorgio; Pirovano, Valentina; Rossi, Elisabetta
- Abstract
Spiroindolenines were employed as cyclic imine substrates in formal aza-Diels--Alder reactions with Danishefsky's diene or silyloxy-substituted electron-rich dienes for the synthesis of the corresponding tetrahydropyrido[1,2-α]spiroindolinones. The reactions occur under mild conditions in the presence of ytterbium triflate as Lewis acidic catalyst delivering the desired compounds in good yield. The reaction results in the preparation of a small library of a new class of conformational constrained heterocyclic derivatives that easily undergo selective and efficient manipulations.
- Subjects
DIOLEFINS; YTTERBIUM; ALNUS glutinosa; CATALYSTS; IMINES; HETEROCYCLIC chemistry; HETEROCYCLIC compounds; ALDER
- Publication
European Journal of Organic Chemistry, 2021, Vol 2021, Issue 17, p2440
- ISSN
1434-193X
- Publication type
Article
- DOI
10.1002/ejoc.202100251