Answers are grounded in this paper and cite their sources.
Ozone reacts very smoothly with acetals to give the corresponding esters. There are six gauche conformations that are theoretically possible for an acetal function. It is shown that only three of them are reactive toward ozone. It is proposed that a reactive acetal function must take a conformation in which each oxygen must have an electron pair orbital oriented antiperiplanar to the C—H bond. The mechanism of this reaction is also discussed.
No takes yet. Share an insight, caveat, or question.
Deslongchamps et al. (1974) studied this question.
Synapse has enriched 10 related papers. Consider them for comparative context: