Synthesis of the functionalized tricyclic core of lactonamycin by oxidative dearomatization Journal Article
| Authors: | Cox, C.; Danishefsky, S. J. |
| Article Title: | Synthesis of the functionalized tricyclic core of lactonamycin by oxidative dearomatization |
| Abstract: | (Equation Presented) We report in this Letter a synthesis of the densely oxygenated CDEF ring system (27) corresponding to that found in the recently discovered antibiotic lactonamycin. The key steps in the synthesis consist of an intramolecular Wessely oxidative lactonization of acid 18, followed by a hydroxyl-directed epoxidation of enol ether 21. |
| Keywords: | drug design; structure activity relation; structure-activity relationship; antiinfective agent; chemistry; anti-bacterial agents; conformation; indoles; indole derivative; molecular conformation; synthesis; indicators and reagents; dyes, reagents, indicators, markers and buffers; article; lactonamycin; naphthoquinones; naphthoquinone |
| Journal Title: | Organic Letters |
| Volume: | 2 |
| Issue: | 22 |
| ISSN: | 1523-7060 |
| Publisher: | American Chemical Society |
| Date Published: | 2000-11-02 |
| Start Page: | 3493 |
| End Page: | 3496 |
| Language: | English |
| PUBMED: | 11082017 |
| PROVIDER: | scopus |
| DOI: | 10.1021/ol006303f |
| DOI/URL: | |
| Notes: | Export Date: 18 November 2015 -- Source: Scopus |
