PALLADIUM-CATALYZED REDUCTION OF A PROPARGYLIC ACETATE DERIVED FROM ASUGAR WITH SMI2 - SOME UNEXPECTED RESULTS

Authors
MARCOCONTELLES J DESTABEL C CHIARA JL
Citation
J. Marcocontelles et al., PALLADIUM-CATALYZED REDUCTION OF A PROPARGYLIC ACETATE DERIVED FROM ASUGAR WITH SMI2 - SOME UNEXPECTED RESULTS, Tetrahedron : asymmetry, 7(1), 1996, pp. 105-108
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
7
Issue
1
Year of publication
1996
Pages
105 - 108
Database
ISI
SICI code
0957-4166(1996)7:1<105:PROAPA>2.0.ZU;2-R
Abstract
We describe here the unexpected result that we have observed in the pa lladium-catalyzed reduction of the propargylic acetate 3 derived from a sugar with samarium diiodide. In addition to traces of the expected allene derived product 4, we have obtained mostly alpha-elimination le ading to enynes 5 in moderate yield.