An efficient stereoselective total synthesis of DL-sesquicillin, a glucocorticoid antagonist Journal Article
| Authors: | Zhang, F.; Danishefsky, S. J. |
| Article Title: | An efficient stereoselective total synthesis of DL-sesquicillin, a glucocorticoid antagonist |
| Abstract: | The key step in the total synthesis of sesquicillin (3) is a stereoselective Claisen rearrangement of 1 to afford 2. The synthesis also features an efficient sequence to install an α-pyrone moiety in a hindered environment; TBS = tert-butyldimethylsilyl. |
| Keywords: | unclassified drug; drug activity; drug structure; drug synthesis; structure analysis; reaction analysis; stereospecificity; total synthesis; synthesis (chemical); stereochemistry; stereoisomerism; glucocorticoids; lactones; aldol reaction; naphthalenes; sigmatropic rearrangement; steric hindrance; aromatic compounds; glucocorticoid antagonist; article; hindered environment; 2 pyrone derivative; sesquicillin |
| Journal Title: | Angewandte Chemie - International Edition |
| Volume: | 41 |
| Issue: | 8 |
| ISSN: | 1433-7851 |
| Publisher: | Wiley Blackwell |
| Date Published: | 2002-04-15 |
| Start Page: | 1434 |
| End Page: | 1437 |
| Language: | English |
| DOI: | 10.1002/1521-3773(20020415)41:8<1434::aid-anie1434>3.0.co;2-a |
| PUBMED: | 19750790 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | Export Date: 14 November 2014 -- Source: Scopus |
