STEREOCHEMICAL CONTROL (E Z AND SYN ANTI) BY THE DIPHENYLPHOSPHINOYL GROUP IN THE SYNTHESIS OF ALLYLIC ALCOHOLS BY ALLYLIC REARRANGEMENT AND BY 1,4-DIASTEREOSELECTIVE REDUCTION OF ENONES/

Authors
CLAYDEN J COLLINGTON EW ELLIOTT J MARTIN SJ MCELROY AB WARREN S WATERSON D
Citation
J. Clayden et al., STEREOCHEMICAL CONTROL (E Z AND SYN ANTI) BY THE DIPHENYLPHOSPHINOYL GROUP IN THE SYNTHESIS OF ALLYLIC ALCOHOLS BY ALLYLIC REARRANGEMENT AND BY 1,4-DIASTEREOSELECTIVE REDUCTION OF ENONES/, Journal of the Chemical Society. Perkin transactions. I, (16), 1993, pp. 1849-1859
Citations number
41
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of the Chemical Society. Perkin transactions. I → ACNP
ISSN journal
0300922X
Issue
16
Year of publication
1993
Pages
1849 - 1859
Database
ISI
SICI code
0300-922X(1993):16<1849:SC(ZAS>2.0.ZU;2-Y
Abstract
Allylic rearrangement of substitued 2-hydroxyalk-3-en-1-yl(diphenyl)ph osphine oxides to 4-hydroxyalk-2-en-1-yl(diphenyl)phosphine oxides can be performed with total regio- and reasonable stereochemical control. Alternatively, the reduction of substituted 4-diphenylphosphinoylbut- 2-en-1-ones shows remarkable 1,4-diastereoselectivity. All these react ions are directed by the diphenylphosphinoyl (Ph2PO) group.