Absolute configuration of C20H30O6Si, a species with a (1R,5R)-8-oxabicyclo[3,2.1]octa-2,6-diene core produced selectivity by the rhodium(II) octanoate catalyzed decomposition of a chiral vinyldiazomethane in the presence offuran

Citation
Mr. Churchill et al., Absolute configuration of C20H30O6Si, a species with a (1R,5R)-8-oxabicyclo[3,2.1]octa-2,6-diene core produced selectivity by the rhodium(II) octanoate catalyzed decomposition of a chiral vinyldiazomethane in the presence offuran, J CHEM CRYS, 29(6), 1999, pp. 713-717
Citations number
10
Categorie Soggetti
Physical Chemistry/Chemical Physics
Journal title
JOURNAL OF CHEMICAL CRYSTALLOGRAPHY
ISSN journal
10741542 → ACNP
Volume
29
Issue
6
Year of publication
1999
Pages
713 - 717
Database
ISI
SICI code
1074-1542(199906)29:6<713:ACOCAS>2.0.ZU;2-3
Abstract
The compound under investigation crystallizes in the noncentrosymmetric mon oclinic space group P2(1) with a = 9.1798(23), b = 6.6606(18), c = 17.6591( 41) Angstrom, beta = 94.342(20)degrees and Z = 2. The C20H30O6Si molecule c ontains three chiral centers tone of which is of known configuration, based upon an (R)-pantolactone auxiliary group). We have determined the absolute configuration of this species (via the anomalous dispersion of Si relative to C and O) and show that it is consistent with the known configuration of the (R)-pantolactone moiety.