Synthetic Use of the Organochromium(III) Intermediate in the Reductive Cyclization of Δ6,7-Unsaturated α-Bromo Esters with Chromium(II) Acetate
- 1 January 1992
- journal article
- letter
- Published by Georg Thieme Verlag KG in Synlett
- Vol. 1992 (09) , 743-744
- https://doi.org/10.1055/s-1992-21477
Abstract
Δ6,7-Unsaturated α-bromo esters 1, 5 and 8 react with chromium(II) acetate to yield the cyclized organochromium(III) compounds. These species can add to benzaldehyde to give the corresponding alcohols 9 and 10, and ketone 11. In the presence of a β-alkoxy substituent, elimination to the olefins 2 and 6 occurs. The intermediate cyclic radical can be trapped with methyl acrylate, to give the adduct 7.Keywords
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