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Synthesis 1986; 1986(10): 849-852
DOI: 10.1055/s-1986-31802
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(Z)-1-Nitro-3-hexene as (Z)-3-Hexen-1-yl d1-Reagent: Synthesis of (Z)-5-Octen-2-one and (Z)-1,8-Undecadien-5-one

Roberto Ballini* , Marino Petrini, Goffredo Rosini
  • *Dipartimento di Scienze Chimiche dell'Università Via S. Agostino n. 1, I-62032 Camerino, Italy
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Publication Date:
20 August 2002 (online)

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(Z)-1-Nitro-3-hexene is a versatile reagent corresponding to the (Z)-3-hexen-1-yl d1-synthon. Nitroaldol addition, oxidation and denitration are the steps of a new methodology to conveniently prepare the title compounds, which are popular intermediates in the synthesis of (Z)-jasmololone and (Z)-jasmone.