Issue 7, 1989

Lewis acid catalysed preparation of some carbamates and sulphonylureas. Application to the determination of enantiomeric purity of chiral alcohols

Abstract

Lewis acids such as boron trifluoride–diethyl ether and aluminium chloride catalyze the reaction of alcohols and sulphonamides with isocyanates, affording carbamates and sulphonylureas, respectively, in acceptable yield. Applied to the formation of diastereoisomeric carbamates from chiral alcohols using Pirkle's reagents, [(R)- and (S)-1-(1 -naphthyl)ethyl isocyanate (NPEI)], this technique provides a convenient method for determination of enantiomeric purity.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1989, 1209-1210

Lewis acid catalysed preparation of some carbamates and sulphonylureas. Application to the determination of enantiomeric purity of chiral alcohols

H. Irie, M. Nishimura, M. Yoshida and T. Ibuka, J. Chem. Soc., Perkin Trans. 1, 1989, 1209 DOI: 10.1039/P19890001209

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