A new two-step synthesis of 2-alkylated 1,4-diketones and alpha-alkylated gamma-keto esters

Authors
Ballini, R Bosica, G Petrelli, L Petrini, M
Citation
R. Ballini et al., A new two-step synthesis of 2-alkylated 1,4-diketones and alpha-alkylated gamma-keto esters, SYNTHESIS-S, (7), 1999, pp. 1236-1240
Citations number
24
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
7
Year of publication
1999
Pages
1236 - 1240
Database
ISI
SICI code
0039-7881(199907):7<1236:ANTSO2>2.0.ZU;2-I
Abstract
2-Alkylated 1,4-diketones and alpha-alkylated gamma-keto esters can be easi ly prepared by a two-step procedure which involves first the conjugate addi tion of a nitroalkane to an enedione derivative in acetonitrile with DBU as base, followed by chemoselective hydrogenation of the C-C double bond (H-2 , 10% Pd/C) of the Michael adduct, obtained after elimination of nitrous ac id.