Journal of the American Chemical Society

Dynamic behavior and reactivity of (1, 1, 3, 3-tetramethylallyl) lithium

J Cabral, G Fraenkel

Index: Cabral, Jose; Fraenkel, Gideon Journal of the American Chemical Society, 1992 , vol. 114, # 23 p. 9067 - 9075

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Citation Number: 13

Abstract

Abstract:(1, 1, 3, 3-Tetramethylallyl) lithium (l), prepared by cleaving the corresponding phenyl sulfide 2 at-92 OC with lithium 1-(dimethy1amino) naphthalenide or by reacting the trimethyltin derivative 3 with CH, Li in THF/diethyl ether/TMEDA at-78 OC, adds rapidly to naphthalene and 1-(dimethy1amino) naphthalene at-78 OC to give mixtures of the corresponding 1-substituted 1, 2-and 1, 4-dihydronaphthalenes. Carbon-1 3 NMR studies ...