Enantioselective preparation of 3,4,5-trisubstituted-4,5- dihydroisoxazoles and 4-substituted-5,6-dihydro-4H-[1,2]-oxazines by nitrile oxide cycloaddition to α-silyl allyl alcohols

Article abstract of DOI:10.1016/S0040-4039(99)00688-7

Regio- and stereoselective 1,3-dipolar cycloaddition of nitrile oxide to optically active α-silyl allyl alcohol provides a useful preparation of 3,4,5-trisubstituted 4,5-dihydroisoxazoles, which are readily converted into chiral 4-substituted 5,6-dihydro-4H-[1,2]-oxazines in 73-100% yields on treatment with TBAF.