ArticleBeilstein journal of organic chemistry2012
Intramolecular carbolithiation of N-allyl-ynamides: an efficient entry to 1,4-dihydropyridines and pyridines - application to a formal synthesis of sarizotan.
Article in Beilstein journal of organic chemistry, 2012. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 7 papers.
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7 citing papers in PubMed, 28 citations in OpenAlex.
- Copper-Promoted Regioselective Intermolecular Diamination of Ynamides: Synthesis of Imidazo[1,2-ACS omega · 2017Article
- Ynamides in ring forming transformations.Accounts of chemical research · 2014Article
- SYNTHESIS OFHeterocycles · 2014Article
- A Convenient Synthesis of γ-Amino-Ynamides via Additions of Lithiated Ynamides to Aryl Imines. Observation of anSynthesis · 2013Article
- Synthesis of cyclopentenimines from N-allyl ynamides via a tandem aza-Claisen rearrangement-carbocyclization sequence.The Journal of organic chemistry · 2013Article
- A highly stereoselective addition of lithiated ynamides to Ellman-Davis chiral N-tert-butanesulfinyl imines.Organic letters · 2013Article
- Regio- and stereoselective carbometallation reactions of N-alkynylamides and sulfonamides.Beilstein journal of organic chemistry · 2013Article
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4 authors at 3 institutions in 3 countries.
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Abstract
We have developed a general synthesis of polysubstituted 1,4-dihydropyridines and pyridines based on a highly regioselective lithiation/6-endo-dig intramolecular carbolithiation from readily available N-allyl-ynamides. This reaction, which has been successfully applied to the formal synthesis of the anti-dyskinesia agent sarizotan, further extends the use of ynamides in organic synthesis and further demonstrates the synthetic efficiency of carbometallation reactions.
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