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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 28, 1998 - Issue 13
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Original Articles

Synthesis of (E)-Nitro Olefins by Copper Mediated Addition-Elimination Reaction of Organometallics to 2-Nitro-1-phenylthiopropene

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Pages 2491-2498 | Received 02 Dec 1997, Published online: 20 Aug 2006
 

Abstract

The reaction of various organometallics with 2-nitro-1-phenylsulfonylpropene 2a and 2-nitro-1-phenylthiopropene 2b was investigated. While in the case of lithium and magnesium organyls the addition products 4 were formed, transmetallation with CuCN led exclusively to (E)-nitro olefins 3.

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