ArticleOrganic letters2016
Stereoselective Synthesis of Cyclic Guanidines by Directed Diamination of Unactivated Alkenes.
Article in Organic letters, 2016. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Synthesis and Biological Activity of Guanidine Scaffold: A Comprehensive Review.Anti-inflammatory & anti-allergy agents in medicinal chemistry · 2026Review
- Modular and practical diamination of allenes.Nature communications · 2023Article
- Generation and Reactivity of 2-Amido-1,3-diaminoallyl Cations: Cyclic Guanidine Annulations via Net (3 + 2) and (4 + 3) Cycloadditions.Organic letters · 2020Article
- Gram-scale total synthesis of teixobactin promoting binding mode study and discovery of more potent antibiotics.Nature communications · 2019Article
- Total Synthesis of (+)-Guadinomic Acid via Hydroxyl-Directed Guanidylation.The Journal of organic chemistry · 2018Article
- Short Total Synthesis of [Journal of the American Chemical Society · 2018Article
- Copper-Catalyzed Alkene Aminoazidation as a Rapid Entry to 1,2-Diamines and Installation of an Azide Reporter onto Azahetereocycles.Journal of the American Chemical Society · 2017Article
- Synthesis of Cyclic Guanidines Bearing N-Arylsulfonyl and N-Cyano Protecting Groups via Pd-Catalyzed Alkene Carboamination Reactions.Organic letters · 2017Article
Corrections and comments
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Authors and funding
5 authors.
Funding
Abstract
A method for a directed stereoselective guanidinylation of alkenes is described. The guanidine unit can be delivered as an intact fragment by a hydroxy or carboxy group, usually with a high level of stereocontrol. After the guanidine delivery, the directing group can be cleaved under exceptionally mild conditions, typically by alcoholysis in the presence of acetic acid. Broad functional group tolerance and mild reaction conditions for the cycloguanidilation suggest applications in medicinal chemistry and natural products synthesis.
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Registered trials
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