Selective and Multiple Functionalization of Pyridines and Alkaloids via Mg- and Zn-Organometallic Intermediates
摘要:
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 BF3 center dot OEt2. A full pyridine functionalization of all five positions of the pyridine ring can be realized by using an appropriate combination of IMP bases in the presence or absence of BF3 center dot OEt2.
Selective and Multiple Functionalization of Pyridines and Alkaloids <i>via</i> Mg- and Zn-Organometallic Intermediates
作者:Milica Jaric、Benjamin A. Haag、Sophia M. Manolikakes、Paul Knochel
DOI:10.1021/ol200563j
日期:2011.5.6
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 BF3 center dot OEt2. A full pyridine functionalization of all five positions of the pyridine ring can be realized by using an appropriate combination of IMP bases in the presence or absence of BF3 center dot OEt2.