DIASTEREOSELECTIVE ADDITION OF 2-TRIMETHYLSILYLOXYFURAN TO (S)-(-2-(P-TOLYLSULFINYL)-1,4-BENZOQUINONE())

Authors
BRIMBLE MA DUNCALF LJ REID DCW
Citation
Ma. Brimble et al., DIASTEREOSELECTIVE ADDITION OF 2-TRIMETHYLSILYLOXYFURAN TO (S)-(-2-(P-TOLYLSULFINYL)-1,4-BENZOQUINONE()), Tetrahedron : asymmetry, 6(1), 1995, pp. 263-269
Citations number
27
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Inorganic & Nuclear","Chemistry Physical
Journal title
Tetrahedron : asymmetry → ACNP
ISSN journal
09574166
Volume
6
Issue
1
Year of publication
1995
Pages
263 - 269
Database
ISI
SICI code
0957-4166(1995)6:1<263:DAO2T(>2.0.ZU;2-H
Abstract
The uncatalyzed addition of 2-trimethylsilyloxyfuran to (S)-(+)-2-(p-t olysulfinyl)-1,4-benzoquinone 1 afforded a3.4:1 ratio of the diastereo meric adducts 2:3. Acetonitrile was found to be the optimum solvent wh ilst the use of Lewis acid catalysts afforded lower overall yields.