Volume 27, Issue 11
Heterocyclic Compounds
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ChemInform Abstract: An Improved Procedure for the Generation and in situ Trapping of Allene Oxides with Alcohols.

I. R. CLEMENS

I. R. CLEMENS

Dep. Chem., Loughborough Univ. Technol., Loughborough, Leicestershire LE11 3TU, UK

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M. SHIPMAN

M. SHIPMAN

Dep. Chem., Loughborough Univ. Technol., Loughborough, Leicestershire LE11 3TU, UK

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H. R. THORPE

H. R. THORPE

Dep. Chem., Loughborough Univ. Technol., Loughborough, Leicestershire LE11 3TU, UK

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First published: March 12, 1996

Abstract

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ChemInform Abstract

Desilylative elimination reactions of the oxiranes (I), (III), and ( VII) generates intermediate allene oxides (cf. (V)). They are trapped by a halide or excess alkoxide to yield the corresponding α- substituted ketones. The method presented is a significant improvement for the generation of the title compounds and their trapping by alcohols.

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