ArticleChemistry (Weinheim an der Bergstrasse, Germany)2026
Titanium-Catalyzed Diastereoselective Keto- and Iminonitrile Cyclizations.
Article in Chemistry (Weinheim an der Bergstrasse, Germany), 2026. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 1 paper.
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1 citing paper in PubMed.
- Diastereoselective synthesis of substituted cyclopentanonesChemical science · 2026Article
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5 authors.
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Abstract
Substituted five-membered carbocycles with multiple stereocenters are common structural motifs of natural products but difficult to synthesize in a stereoselective fashion. In this study, we report a titanium(III)-catalyzed diastereoselective cyclization of keto- and iminonitriles that forms oxygenated and aminated cyclopentanones in good yield and diastereoselectivity. The derivatization into cyclopentyls with three consecutive stereocenters and a cyclopentenone is demonstrated. With support by DFT calculations, a transition state model is derived that is in agreement with an earlier proposal for related ketomalononitrile cyclizations.
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