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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 12
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Original Articles

Regioselective and Stereoselective 1,3-Dipolar Cycloadditions of Nitrile Oxide with Allylic Alcohols prepared In Situ from α,β-Unsaturated Carbonyl Compounds with Grignard Reagents

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Pages 1801-1807 | Received 03 Oct 1994, Published online: 23 Sep 2006
 

Abstract

One pot 1,3-dipolar cycloadditions of 2,6-dichlorobenzonitrile oxide with various allylic alcohols prepared in situ from α, β-unsaturated aldehydes and ketones with Grignard reagents exhibited good regioselectivities and diastereoselectivities, apparently due to the coordinations between magnesium alkoxide intermediates and nitrile oxide.

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