Issue 2, 1979

Syntheses of (RS)-homoibotenic acid and (RS)-4-bromohomoibotenic acid. An unusual Michael type reaction and isoxazole deprotection

Abstract

Addition of ammonia to (E)-3-methoxyisoxazole-5-propenoic acid with concurrent Lewis acid induced deprotection yields (RS)-α-amino-3-hydroxyisoxazole-5-propionic acid (homoibotenic acid), which was independently synthesized by an unambiguous route also used for the preparation of (RS)-α-amino-3-hydroxy-4-bromoisoxazole-5-propionic acid.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1979, 87-88

Syntheses of (RS)-homoibotenic acid and (RS)-4-bromohomoibotenic acid. An unusual Michael type reaction and isoxazole deprotection

J. J. Hansen and P. Krogsgaard-Larsen, J. Chem. Soc., Chem. Commun., 1979, 87 DOI: 10.1039/C39790000087

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