APPLICATION OF [MO-2(OAC)(4)] FOR DETERMINATION OF ABSOLUTE-CONFIGURATION OF PYRANOID AND FURANOID VIC-DIOLS BY CIRCULAR-DICHROISM

Authors
FRELEK J PAKULSKI Z ZAMOJSKI A
Citation
J. Frelek et al., APPLICATION OF [MO-2(OAC)(4)] FOR DETERMINATION OF ABSOLUTE-CONFIGURATION OF PYRANOID AND FURANOID VIC-DIOLS BY CIRCULAR-DICHROISM, Tetrahedron : asymmetry, 7(5), 1996, pp. 1363-1372
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
5
Year of publication
1996
Pages
1363 - 1372
Database
ISI
SICI code
0957-4166(1996)7:5<1363:AO[FDO>2.0.ZU;2-B
Abstract
The in situ complexes of [Mo-2(OAc)(4)] with vic-diols obtained from m onosaccharides gave CD spectra suitable for determination of absolute configuration in this group. Positive (negative) torsional angle in th e O-C-C-O moiety leads to a positive (negative) Cotton effect at aroun d 300 nm. This rule was also extended to vic-diols containing an amino group in the same molecule. Protection of the amino group as a carbam ate inhibits the formation of a chiral complex with the NH2 moiety and enables determination of absolute configuration of the diol fragment. Copyright (C) 1996 Elsevier Science Ltd