REGIOSELECTIVE DEPROTONATION OF 3-METHYL-4,5-DIHYDROISOXAZOLES AND DIASTEREOSELECTIVE REACTION WITH ELECTROPHILES

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.