Volume 26, Issue 6
Heterocyclic Compounds
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ChemInform Abstract: ((2H-Azirin-2-yl)methyl)phosphonates: Synthesis from Allylic α and γ-Hydroxyphosphonates and Application to Diastereoselective Formation of Substituted ((Aziridin-2-yl)methyl)phosphonates.

E. OEHLER

E. OEHLER

Inst. Org. Chem., Univ. Wien, A-1090 Wien, Austria

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S. KANZLER

S. KANZLER

Inst. Org. Chem., Univ. Wien, A-1090 Wien, Austria

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First published: February 7, 1995

Abstract

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ChemInform Abstract

Azirines like (IV), (V), (VIII) and (XII) are prepared from phosphonates such as (I) or their α-hydroxy analogues by Mitsunobu reaction. These azirines are transformed into aziridines like (VI), (X) and (XIV) with different stereoselectivities. An alternative one pot process for the synthesis of some azirines is also reported.

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