Issue 11, 1999

Diastereoselectivity in the addition and cycloaddition reactions of a chiral ester of 2H-azirine-3-carboxylic acid

Abstract

The Azirine ester 2 bearing Oppolzer’s N,N-diethyl-(1R)-isobornyl-10-sulfonamide chiral auxilliary shows moderate diastereoselectivity in its Diels-Alder reaction with cyclo-pentadiene whereas the addition of thiophenol is highly diastereoselective; X-ray crystal structures of the aziridine esters 6 and 7 are reported.

Supplementary files

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1999, 1399-1402

Diastereoselectivity in the addition and cycloaddition reactions of a chiral ester of 2H-azirine-3-carboxylic acid

M. José Alves, J. F Bickley and T. L. Gilchrist, J. Chem. Soc., Perkin Trans. 1, 1999, 1399 DOI: 10.1039/A902182E

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