Journal of Organometallic Chemistry

A study on the BF 3-directed lithiation of 2-picoline and 2, 3-lutidine

JS Dhau, A Singh

Index: Dhau, Jaspreet S.; Singh, Amritpal Journal of Organometallic Chemistry, 2014 , vol. 749, p. 109 - 114

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Citation Number: 2

Abstract

Abstract The lithiation of 2-picoline (1a) and 2, 3-lutidine (1b) in diethyl ether has been investigated with and without prior complexation with BF 3. The reactions of the BF 3 adduct of these moieties (2a and 2b) with lithium diisopropylamide (LDA) and subsequent trapping with benzaldehyde or dimethyl disulfide gave products corresponding to exclusive lithiation at the α-methyl carbon. The yields obtained with these reactions were far superior to that ...