Selective and multiple functionalization of pyridines and alkaloids via Mg- and Zn-organometallic intermediates |
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| Authors: | Jaric Milica Haag Benjamin A Manolikakes Sophia M Knochel Paul |
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| Affiliation: | Department Chemie, Ludwig-Maximilians-Universita?t Mu?nchen, Butenandtstr. 5-13, 81377 Mu?nchen, Germany. |
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| Abstract: | Quinine, nicotine, and related electron-rich amino-substituted pyridines were readily metalated using LiCl-solubilized TMP (2,2,6,6-tetramethylpiperidyl) bases in the presence of BF(3)·OEt(2). A full pyridine functionalization of all five positions of the pyridine ring can be realized by using an appropriate combination of TMP bases in the presence or absence of BF(3)·OEt(2). |
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