Synthesis of (±)-Epoxysorbicillinol Using a Novel Cyclohexa-2,5-dienone with Synthetic Applications to Other Sorbicillin Derivatives
Organic Letters2001Vol. 3(6), pp. 905–908
Citations Over TimeTop 15% of 2001 papers
Abstract
A novel route to epoxysorbicillinol as well as dimers of sorbicillin is reported. The synthesis is-in principle-amenable to enantioselectivity. The key step is an oxidative dearomatization to produce a stable and highly malleable p-quinol intermediate, which undergoes a highly diastereoselective epoxidation.
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