Issue 24, 1998

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

Abstract

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.

Supplementary files

Article information

Article type
Paper

Chem. Commun., 1998, 2691-2692

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

R. McCague, R. G. Pritchard, R. J. Stoodley and D. S. Williamson, Chem. Commun., 1998, 2691 DOI: 10.1039/A807930G

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