Tetrahedron

2, 2-disubstituierte cyclopentan-1, 3-dione—2: Untersuchung der regioselektivität von alkylierungs-reaktionen an 2-methyl-cyclopentan-1, 3-dion

H Schick, H Schwarz, A Finger, S Schwarz

Index: Schick, Hans; Schwarz, Hartmut; Finger, Angelika; Schwarz, Sigfrid Tetrahedron, 1982 , vol. 38, # 9 p. 1279 - 1283

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Citation Number: 26

Abstract

The regioselectivity of the alkylation of alkali metal salts of 2-methyl-cyclopentane-1, 3-dione with alkyl halides depends significantly on the structure of the alkylating reagent and the type of solvent used in the reaction. Unsubstituted saturated primary alkyl halides with the exception of methyl iodide preferentially yield products of O-alkylation. Alkyl halides with an sp2-or sp-hybridized carbon atom in a β-position preferentially yield products of C- ...