Download PDF
Synlett 1996; 1996(11): 1115-1116
DOI: 10.1055/s-1996-5667
letter
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

A New Two Steps Synthesis of α-Substituted γ-Methyl γ-Lactones from Nitroalkanes

R. Ballini* , G. Bosica
  • *Dipartimento di Scienze Chimiche dell’Università, Via S. Agostino n.1, 62032 Camerino (MC), Italy, Fax. +39(737)637345, e-mail ballini@camvax.unicam.it
Further Information

Publication History

Publication Date:
31 December 2000 (online)

  PDF Download  Permissions and Reprints All articles of this category

α-Substituted γ-methyl γ-lactones are efficiently prepared, in two steps, by regiospecific Michael addition of nitroalkanes to methyl trans-4-oxo-2-pentenoate in MeCN/DBU followed by chemoselective reduction of the obtained enones with NiCl2⋅6H2O/NaBH4. By this method a variety of functionalized 3,5-disubstituted butyrolactones can be obtained.

Nitroalkanes - trans-4-oxo-2-pentenoate - α-substituted γ-methyl γ-lactones - Michael addition - nickel boride