Intramolecular carbolithiation of N-allyl-ynamides: an efficient entry to 1, 4-dihydropyridines and pyridines–application to a formal synthesis of sarizotan

W Gati, MM Rammah, MB Rammah…

Index: Gati, Wafa; Rammah, Mohamed M.; Rammah, Mohamed B.; Evano, Gwilherm Beilstein Journal of Organic Chemistry, 2012 , vol. 8, p. 2214 - 2222

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Citation Number: 15

Abstract

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 ...