Volume 19, Issue 2
Preparative Organic Chemistry
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ChemInform Abstract: 1,3-Dipoles Are Not the Only Reactive Species in 2-Acylaziridine Pyrolyses.

E. VEDEJS

E. VEDEJS

S. M. McElvain Lab. Org. Chem., Dep. Chem., Univ. Wis., Madison, WI 53706, USA

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J. WISNIEWSKI GRISSOM

J. WISNIEWSKI GRISSOM

S. M. McElvain Lab. Org. Chem., Dep. Chem., Univ. Wis., Madison, WI 53706, USA

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J. K. PRESTON

J. K. PRESTON

S. M. McElvain Lab. Org. Chem., Dep. Chem., Univ. Wis., Madison, WI 53706, USA

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First published: January 12, 1988

Abstract

The N-(tert-butyl)benzoylaziridines (I) undergo thermolysis to produce the intermediate oxazolines (III) via the dipoles (II).

ChemInform Abstract

The N-(tert-butyl)benzoylaziridines (I) undergo thermolysis to produce the intermediate oxazolines (III) via the dipoles (II). The compounds (III) are trapped with dimethyl acetylenedicarboxylate (IV), yielding the cycloadducts (V) which rearrange to form the pyrrolines (VI).

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