Lithiophenylalkyllithiums: new dilithium reagents having both sp 2-and sp 3-hybridised remote carbanionic centres

M Yus, DJ Ramón, I Gómez

Index: Yus, Miguel; Ramon, Diego J.; Gomez, Inmaculada Journal of Organometallic Chemistry, 2002 , vol. 663, # 1-2 p. 21 - 31

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Citation Number: 16

Abstract

The reaction of chloro-(2-chloroethyl) benzenes (1), 4-chloro-(3-chloropropyl) benzene (3) or 4-chlorophenyl chloromethyl ether (5) with lithium power using naphthalene as the electron shuttle (8 mol%) in the presence of different carbonyl compounds [ButCHO, PhCHO, Me2CO, Et2CO,(CH2) 5CO, PhCOMe] in THF at− 78 to 20° C gives, after hydrolysis with water, the expected diols 2, 4 or 6, respectively. Bromo-2-(chloroethyl) benzenes (7) ...