Tetrahedron

Regioselective deprotonation of 3-methyl-4, 5-dihydroisoxazoles and diastereoselective reaction with electrophiles

R Annunziata, M Cinquini, F Cozzi, L Raimondi

Index: Annunziata, Rita; Cinquini, Mauro; Cozzi, Franco; Raimondi, Laura Tetrahedron, 1986 , vol. 42, # 7 p. 2129 - 2134

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Citation Number: 14

Abstract

Highly regioselective deprotonation of the title compounds is achieved by working with lithium-amide bases of different steric requirement. The effect of a 5-alkoxymethyl group in theΔ2-isoxazoline ring on both the sense and the extent of the stereoselectivity observed in the reaction of C4-anion with electrophiles is discussed.