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Formation of Carbon-Carbon Double Bonds: Recent Developments via Nitrous Acid Elimination (NAE) from Aliphatic Nitro Compounds

Journal

ADVANCED SYNTHESIS & CATALYSIS
Volume 361, Issue 22, Pages 5070-5097

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/adsc.201900563

Keywords

beta-elimination; C=C double bonds; nitroalkanes; nitrous acid

Funding

  1. University of Camerino

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Aliphatic nitro compounds having an acidic hydrogen in the beta-position, with respect to the nitro group, are prone to undergo the elimination of nitrous acid, mainly under basic conditions, affording a C=C double bond. Until a few decades ago, the literature reported some examples of the application of this elimination as a strategic step in the synthesis of a variety of important targets. However, mainly in the last two decades, this methodology has been largely developed and applied, thus the aim of this review is to report the most important recent improvements.

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