The total synthesis of heliquinomycinone Journal Article
| Authors: | Siu, T.; Qin, D.; Danishefsky, S. J. |
| Article Title: | The total synthesis of heliquinomycinone |
| Abstract: | A strategy for the synthesis of heliquinomycin, a selective helicase inhibitor, hinges on the spirocyclization of precursor 3. Naphthofuran 1 and aldehyde 2 were readily prepared and used in the synthesis of 3. The key steps in the total synthesis of heliquinomycinone (4) include the regioselective dihydroxylation of 3, and a novel spirocyclization under Mitsunobu conditions. |
| Keywords: | unclassified drug; antineoplastic agent; enzyme inhibition; drug structure; drug synthesis; quinones; cyclization; oxidation; palladium; total synthesis; synthesis (chemical); antitumor agents; stereochemistry; proton nuclear magnetic resonance; furan derivative; spiro compounds; titanium derivative; mercury; rhenium; aromatization; dihydroxylation; aromatic compounds; article; mitsunobu conditions; heliquinomycinone; metal complex |
| Journal Title: | Angewandte Chemie - International Edition |
| Volume: | 40 |
| Issue: | 24 |
| ISSN: | 1433-7851 |
| Publisher: | Wiley Blackwell |
| Date Published: | 2001-12-17 |
| Start Page: | 4713 |
| End Page: | 4716 |
| Language: | English |
| DOI: | 10.1002/1521-3773(20011217)40:24<4713::aid-anie4713>3.0.co;2-n |
| PROVIDER: | scopus |
| PUBMED: | 12404392 |
| DOI/URL: | |
| Notes: | Export Date: 21 May 2015 -- Source: Scopus |
