Journal
TETRAHEDRON
Volume 62, Issue 26, Pages 6166-6171Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2006.04.059
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A new superbasic reagent has been discovered by combining TMSCHL(2)i and LiDMAE in hexane. This reagent was found highly efficient for the C-2 lithiation of sensitive chloro- and fluoropyridines. The metallation occurred chemo- and regioselectively at 0 degrees C avoiding the nucleophilic addition or substrate degradation commonly obtained with other alkyllithiums even at lower temperatures. (c) 2006 Elsevier Ltd. All rights reserved.
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