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The preparation of optically active Δ2-isoxazolines via addition of nitrile oxides to chiral acryloyl esters bearing cyclitols as auxiliaries

1992; Elsevier BV; Volume: 33; Issue: 39 Linguagem: Inglês

10.1016/0040-4039(92)89026-9

1873-3581

Takahiko Akiyama, Kohji Okada, Shoichiro Ozaki,

Asymmetric Synthesis and Catalysis

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 90% de).