Work

Diastereoselective Dearomatization of Resorcinols Directed by a Lactic Acid Tether: Unprecedented Enantioselective Access to p-Quinols

Year: 2004

Type: article

Abstract: An operationally simple oxidative dearomatization of resorcinol derivatives is reported that employs an inexpensive chiral directing group. The method provides access to a variety of p-quinol derivatives in good yield and diastereoselectivity. A short reductive process affords 4-hydroxy-4-alkylcyclohexenone derivatives in excellent yields and enantiomeric excesses.

Source: Organic Letters

DOI: 10.1021/ol0498592

Authors: Lupe H. Mejorado, Christophe Hoarau, Thomas R. R. Pettus

Institution: University of California, Santa Barbara

Language: English

Topic: Asymmetric Synthesis and Catalysis

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: green

Funder: National Institute of General Medical Sciences

Awards: G4690600686, The Synthesis and Application of Novel Aromatic Materials