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.
REGIOSELECTIVE DEPROTONATION OF 3-METHYL-4,5-DIHYDROISOXAZOLES AND DIASTEREOSELECTIVE REACTION WITH ELECTROPHILES / R. ANNUNZIATA, M. CINQUINI, F. COZZI, L. RAIMONDI. - In: TETRAHEDRON. - ISSN 0040-4020. - 42:7(1986), pp. 2129-2134.
REGIOSELECTIVE DEPROTONATION OF 3-METHYL-4,5-DIHYDROISOXAZOLES AND DIASTEREOSELECTIVE REACTION WITH ELECTROPHILES
R. ANNUNZIATAPrimo
;M. CINQUINISecondo
;F. COZZIPenultimo
;L. RAIMONDIUltimo
1986
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.
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