Do α-acyloxy and α-alkoxycarbonyloxy radicals fragment to form acyl and alkoxycarbonyl radicals?

• Dennis P. Curran and
• Tiffany R. Turner

Beilstein J. Org. Chem. 2006, 2, No. 10, doi:10.1186/1860-5397-2-10

• for fragmentation is even smaller. Even if the β-fragmentation is occurring by a radical pathway, it is so slow as to have limited synthetic value in radical chain sequences. The sluggishness of these β-fragmentation reactions is surprising, especially give that they produce a strong C=O bond and a

Synthesis of 2,6-trans- disubstituted 5,6-dihydropyrans from (Z)-1,5-syn-endiols

• Eric M. Flamme and
• William R. Roush

Beilstein J. Org. Chem. 2005, 1, No. 7, doi:10.1186/1860-5397-1-7

• allylic alcohol to be displaced in this intramolecular substitution process, the allylic C-O bond substantially deviates from coplanarity with the adjacent π-system. Therefore, the difference in relative rates of displacement of the two activated hydroxyl groups is much less than originally anticipated