Total synthesis of lactonamycinone Journal Article
| Authors: | Siu, T.; Cox, C. D.; Danishefsky, S. J. |
| Article Title: | Total synthesis of lactonamycinone |
| Abstract: | A revised strategy was required for the installation of the remaining polyoxygenated E and F rings of lactonamycinone (2). Key features in the successful route include dihydroxylation of a ketoquinone, the use of a furanone as a lactone surrogate (see 1), and an acid-induced ketalization reaction to install the angular methoxy substituent. |
| Keywords: | antibiotic agent; unclassified drug; drug structure; drug synthesis; magnetic resonance spectroscopy; quinone derivative; quinones; crystallography, x-ray; molecular structure; indoles; cyclization; structure analysis; diels-alder reaction; reaction analysis; molecular conformation; total synthesis; synthesis (chemical); stereochemistry; proton nuclear magnetic resonance; benzoquinones; carbon nuclear magnetic resonance; antibiotics; natural products; hydroxylation; dihydroxylation; aromatic compounds; article; naphthoquinones; acid-induced ketalization; furanone derivative; ketoquinone; lactonamycinone |
| Journal Title: | Angewandte Chemie - International Edition |
| Volume: | 42 |
| Issue: | 45 |
| ISSN: | 1433-7851 |
| Publisher: | Wiley Blackwell |
| Date Published: | 2003-11-24 |
| Start Page: | 5629 |
| End Page: | 5634 |
| Language: | English |
| DOI: | 10.1002/anie.200352592 |
| PUBMED: | 14639735 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | Export Date: 12 September 2014 -- Source: Scopus |
