A direct route to fluostatin C by a fascinating Diels-Alder reaction Journal Article
| Authors: | Yu, M.; Danishefsky, S. J. |
| Article Title: | A direct route to fluostatin C by a fascinating Diels-Alder reaction |
| Abstract: | The Diels-Alder reactions between vinylindenes (5 or 6) as the dienes with quinoneketals (7 or 8) or with methacrolein as the dienophiles were investigated. The remarkable regioselectivities of these Diels-Alder adducts suggested that the regiopreferences of these dienes and dienophiles in these cases are not a fixed property of each component of the cycloaddition but are mutually contigent. This paper shows how the Diels-Alder reaction between 6 and 8 was applied to the inaugural total syntheses of fluostatin C and E. Copyright © 2008 American Chemical Society. |
| Keywords: | antibiotic agent; unclassified drug; nonhuman; antineoplastic agent; drug structure; drug synthesis; polymerization; quinones; molecular structure; fluostatin c; diels alder reaction; fluorenes; chemical reaction; stereoisomerism; cycloaddition; streptomyces; alkadienes |
| Journal Title: | Journal of the American Chemical Society |
| Volume: | 130 |
| Issue: | 9 |
| ISSN: | 0002-7863 |
| Publisher: | American Chemical Society |
| Date Published: | 2008-03-05 |
| Start Page: | 2783 |
| End Page: | 2785 |
| Language: | English |
| DOI: | 10.1021/ja7113757 |
| PUBMED: | 18254631 |
| PROVIDER: | scopus |
| DOI/URL: | |
| Notes: | --- - "Cited By (since 1996): 17" - "Export Date: 17 November 2011" - "CODEN: JACSA" - "Source: Scopus" |
