Volume 20, Issue 22
Natural Products
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ChemInform Abstract: Cyclopeptide Alkaloid Model Studies. A Two-Step Conversion of 5-Aminoisoxazoles to Amino Acid Bisamides.

B. H. LIPSHUTZ

B. H. LIPSHUTZ

Dep. Chem., Univ. Calif., Santa Barbara, CA 93106, USA

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D. C. REUTER

D. C. REUTER

Dep. Chem., Univ. Calif., Santa Barbara, CA 93106, USA

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First published: May 30, 1989

Abstract

Thermolysis of the 5-(dibenzylamino)isoxazoles (III) results in rearrangement, producing the azirinecarboxamides (VIII).

ChemInform Abstract

Thermolysis of the 5-(dibenzylamino)isoxazoles (III) results in rearrangement, producing the azirinecarboxamides (VIII). Hydrative cleavage of these with potassium trimethylsilyloxide or tetrabutylammonium hydroxide gives the bisamides (IX), together with the imino derivatives (X).

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