SAMARIUM(II) IODIDE MEDIATED INTERMOLECULAR KETONE-OLEFIN COUPLINGS CHELATION-CONTROLLED BY BETA-HYDROXYL GROUPS

Authors
KAWATSURA M HOSAKA K MATSUDA F SHIRAHAMA H
Citation
M. Kawatsura et al., SAMARIUM(II) IODIDE MEDIATED INTERMOLECULAR KETONE-OLEFIN COUPLINGS CHELATION-CONTROLLED BY BETA-HYDROXYL GROUPS, Synlett, (7), 1995, pp. 729-732
Citations number
29
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Synlett → ACNP
ISSN journal
09365214
Issue
7
Year of publication
1995
Pages
729 - 732
Database
ISI
SICI code
0936-5214(1995):7<729:SIMIKC>2.0.ZU;2-V
Abstract
The stereochemical course of the SmI2-induced intermolecular reductive couplings of the beta-hydroxy aldehyde 1 and beta-hydroxy ketone 4 is completely stereocontrolled by chelation of the Sm(III) cations attac hed to the resulting ketyl radicals with the beta-hydroxyl groups prov iding the anti-1,3-diols 2 and 5, respectively.