CHEMOSELECTIVE CONVERSION OF CONJUGATED NITROALKENES INTO KETONES BY SODIUM BOROHYDRIDE-HYDROGEN PEROXIDE - A NEW SYNTHESIS OF 4-OXOALKANOIC ACIDS, DIHYDROJASMONE AND (+ -)-EXO-BREVICOMIN/

Citation
R. Ballini et G. Bosica, CHEMOSELECTIVE CONVERSION OF CONJUGATED NITROALKENES INTO KETONES BY SODIUM BOROHYDRIDE-HYDROGEN PEROXIDE - A NEW SYNTHESIS OF 4-OXOALKANOIC ACIDS, DIHYDROJASMONE AND (+ -)-EXO-BREVICOMIN/, Synthesis, (7), 1994, pp. 723-726
Citations number
37
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00397881
Issue
7
Year of publication
1994
Pages
723 - 726
Database
ISI
SICI code
0039-7881(1994):7<723:CCOCNI>2.0.ZU;2-K
Abstract
A new, simple, cheap, and practical procedure for the direct transform ation of alpha,beta-unsaturated nitroalkenes into ketones has been rea lized by the NaBH4/H2O2 system. By this method, other functional group s such as C-C double bonds, ketals or aromatic nitro groups were prese rved. Application of this methodology to the preparation of 4-oxoalkan oic acids, dihydrojasmone, and (+/-)-exo-brevicomin is also reported.