Work

Synthesis of (±)-Epoxysorbicillinol Using a Novel Cyclohexa-2,5-dienone with Synthetic Applications to Other Sorbicillin Derivatives

Year: 2001

Type: article

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.

Source: Organic Letters

DOI: 10.1021/ol0155438

Authors: Liping H. Pettus, Ryan W. Van De Water, Thomas R. R. Pettus

Institution: University of California, Santa Barbara

Language: English

Topic: Organic Chemistry Synthesis Methods

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Award: The Synthesis and Application of Novel Aromatic Materials