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

Full Text: HTML

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.

Related Articles:

An improved method for preparation of nitrile oxides from nitroalkanes for in situ dipolar cycloadditions

[Basel, Yochai; Hassner, Alfred Synthesis, 1997 , # 3 p. 309 - 312]

Thermal decomposition of the potassium salts of dinitroalkanes

[Rahman,A.; Clapp,L.B. Journal of Organic Chemistry, 1976 , vol. 41, # 1 p. 122 - 125]

Synthesen mit Isoxazolinen, 4. Baseninduzierte Ringöffnung von 2??Isoxazolinen; Synthese von α??Enoximen und??Enonen aus Alkenen

[Grund, Hartmut; Jaeger, Volker Liebigs Annalen der Chemie, 1980 , # 1 p. 80 - 100]

More Articles...