Work

Facile Synthesis of Naphthoquinone Spiroketals by Diastereoselective Oxidative [3 + 2] Cycloaddition

Year: 2007

Type: article

Abstract: A highly selective oxidative [3 + 2] cycloaddition of chiral enol ethers and hydroxynaphthoquinone is described. This convergent strategy is amenable to an enantioselective synthesis of beta-rubromycin and related naphthoquinone spiroketals. Several compounds were found to inhibit DNA-polymerase and telomerase in a manner resembling alpha-rubromycin and beta-rubromycin.

Source: Organic Letters

DOI: 10.1021/ol702450d

Authors: Kun-Liang Wu, Stephanie Wilkinson, Norbert O. Reich, 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