The Preparation of Optically Active Δ2-Isoxazolines via Addition of Nitrile Oxides to Chiral Acryloyl Esters Bearing Cyclitols as Auxiliaries

Article abstract of DOI:10.1016/0040-4039(92)89026-9

An acryloyl ester derived from (1L)-3-t-butyldiphenylsilyl-1,2:5,6-di-O-cyclohexylidene-chiro-inositol underwent 1,3-dipolar cycloaddition with nitrile oxide to give Δ²-isoxazolines of high diastereomeric excess (up to 90percent de).