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

DOI: 10.1016/S0040-4020(01)87631-6

Source and publish data:

Tetrahedron p. 2129 - 2134 (1986)

Update date:2022-08-02

Topics:

Authors:

Annunziata, Rita

Cinquini, Mauro

Cozzi, Franco

Raimondi, Laura

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Article abstract of DOI:10.1016/S0040-4020(01)87631-6

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 the Δ²-isoxazoline ring on both the sense and the extent of the stereoselectivity observed in the reaction of C₄-anion with electrophiles is discussed.

Full text of DOI:10.1016/S0040-4020(01)87631-6

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Product name:(5-Benzyloxymethyl-4,5-dihydro-isoxazol-3-yl)-acetic acid ethyl ester

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