Synthesis and applications of tetrahydrofuran-stable substituted (3-lithioxyalkyl)-and (4-lithioxyalkyl) lithiums, modified with magnesium 2-ethoxyethoxide

ID Kostas, CG Screttas

Index: Kostas, Ioannis D.; Screttas, Constantinos G. Journal of Organic Chemistry, 1997 , vol. 62, # 16 p. 5575 - 5577

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Citation Number: 18

Abstract

Substituted hydroxyalkyl phenyl sulfides 3 have been synthesized from the corresponding allylic or homoallylic alcohols 2. Regiospecific cleavage of the C-SPh bond of the sulfides 3 by lithium dispersion in tetrahydrofuran (THF) led to the synthesis of substituted (3- lithioxyalkyl)-and (4-lithioxyalkyl) lithiums 4, most of which share the ω carbon with a carbocyclic ring. The organolithiums were modified with magnesium 2-ethoxyethoxide in ...