A SHORT ENANTIOSELECTIVE FORMAL SYNTHESIS OF (-(S)-4,4-(ETHYLENEDIOXY)-7-HYDROXYOCT-2-ENOIC ACID - THE PENULTIMATE PRECURSOR TO (-)-(R,R)-PYRANOPHORIN())

Authors
KALITA D KHAN AT SAIKIA AK BEZ G BARUA NC
Citation
D. Kalita et al., A SHORT ENANTIOSELECTIVE FORMAL SYNTHESIS OF (-(S)-4,4-(ETHYLENEDIOXY)-7-HYDROXYOCT-2-ENOIC ACID - THE PENULTIMATE PRECURSOR TO (-)-(R,R)-PYRANOPHORIN()), Synthesis, (7), 1998, pp. 975-976
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synthesis → ACNP
ISSN journal
00397881
Issue
7
Year of publication
1998
Pages
975 - 976
Database
ISI
SICI code
0039-7881(1998):7<975:ASEFSO>2.0.ZU;2-W
Abstract
Exclusive trans-addition of the nitronate dianion generated from the r eadily available (S)-4-acetoxy-1-nitropentane (S)-3 to methyl propiola te under PTC conditions gave adduct 4, which under carefully controlle d Nef conditions at pH 5.3 gave the crucial gamma-oxo-alpha,beta-unsat urated ester (S)-5.