Practical radical cyclisations leading to the construction of near-stereopure quaternary carbon stereogenic centres

Autor: McCague, Raymond, G. Pritchard, Robin, J. Stoodley, Richard, S. Williamson, Douglas
Zdroj: Chemical Communications; December 21, 1998, Vol. 1998 Issue: 24 p2691-2692, 2p
Abstrakt: The 2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl auxiliary is effective in directing bromopropargyloxy additions to the olefinic bonds of vinylogous esters/carbonates; in the presence of AIBN and 1-ethylpiperidinium hypophosphite, the adducts undergo highly stereoselective reductive radical cyclisations in which quaternary carbon stereogenic centres are generated.
Databáze: Supplemental Index