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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 23
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Original Articles

The Preparation of 5-Aryl-5-methyl-4,5-dihydroisoxazoles from Dilithiated C(α),O-Oximes and Select Acetyl Ketones

, , , , &
Pages 4163-4171 | Received 02 Jun 2003, Published online: 16 Aug 2006
 

Abstract

Several 5-aryl-5-methyl-4,5-dihydroisoxazoles were prepared by a three-step, one-pot process in 24–83% yield. C(α),O-oximes were dilithiated with lithium diisopropylamide and condensed with electron enriched acetophenones, such as 4′-methoxyacetophenone, followed by immediate acid cyclization.

Acknowledgments

We are appreciative of the financial support from the South Carolina Research Initiatives Grant Program, grant number ROO-T08, The Petroleum Research Fund administered by the American Chemical Society, and the National Science Foundation Research in Undergraduate Institutions, grant number CHE-0212699.

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