CHEMICAL-TRANSFORMATIONS OF SOLVENT-DERIVED OZONOLYSIS PRODUCTS - IMPROVED SYNTHESIS OF POLYCYCLIC 1,2,4,6-TETROXEPANES FROM ALPHA-ALKOXY ALPHA'-HYDROPEROXY CYCLIC ETHERS AND ALDEHYDES
Kj. Mccullough et al., CHEMICAL-TRANSFORMATIONS OF SOLVENT-DERIVED OZONOLYSIS PRODUCTS - IMPROVED SYNTHESIS OF POLYCYCLIC 1,2,4,6-TETROXEPANES FROM ALPHA-ALKOXY ALPHA'-HYDROPEROXY CYCLIC ETHERS AND ALDEHYDES, Journal of the Chemical Society. Perkin transactions. I (Print), (18), 1998, pp. 3053-3057
alpha-Alkoxy alpha'-hydroperoxy cyclic ethers condense with aliphatic
aldehydes under acidic conditions to produce the bicyclic 1,2,4,6-tetr
oxepanes. By X-ray crystallographic analysis, the tetroxepanes 5b and
12b, derived from cyclocondensation of the hydroperoxides 4 and 8 resp
ectively with acetaldehyde, were shown to be exo-isomers.