Nitroalkanes as a new source of 2-alkylidene-1,4-diols, in two steps

Authors
Ballini, R Bosica, G Damiani, M Righi, P
Citation
R. Ballini et al., Nitroalkanes as a new source of 2-alkylidene-1,4-diols, in two steps, TETRAHEDRON, 55(47), 1999, pp. 13451-13456
Citations number
26
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON
ISSN journal
00404020 → ACNP
Volume
55
Issue
47
Year of publication
1999
Pages
13451 - 13456
Database
ISI
SICI code
0040-4020(19991119)55:47<13451:NAANSO>2.0.ZU;2-F
Abstract
A variety of 3-alkylidene-1,4-diols have been conveniently prepared, in two steps, by conjugate addition of a nitroalkane to the appropriate enedione derivatives under basic conditions (DBU), followed by chemoselective reduct ion (LiAlH4/Et2O) of the carbonyl functionalities of the Michael adduct, ob tained after elimination of nitrous acid. (C) 1999 Elsevier Science Ltd. Al l rights reserved.