Cyclobutenone as a highly reactive dienophile: Expanding upon diels-alder paradigms Journal Article
| Authors: | Li, X.; Danishefsky, S. J. |
| Article Title: | Cyclobutenone as a highly reactive dienophile: Expanding upon diels-alder paradigms |
| Abstract: | Cyclobutenone was employed as a dienophile in Diels-Alder cycloadditions, provide diverse and complex cycloadducts in good yields. Experimental outcomes indicated cyclobutenone to be more reactive than either cyclopentenone or cyclohexenone. In addition, cycloadducts bearing a strained cyclobutanone moiety were able to undergo regioselective ring expansions to produce corresponding cyclopentanones, lactones, and lactams, which are otherwise difficultly obtained by direct Diels-Alder reactions. © 2010 American Chemical Society. |
| Keywords: | unclassified drug; chemical analysis; chemical structure; diels-alder reaction; dienophiles; diels alder reaction; chemical reaction; ketones; amides; lactone derivative; cycloaddition; cycloadducts; diels-alder; cycloalkene; 2 cyclohexenone; cyclobutanones; cyclopentenones; diels-alder cycloadditions; good yield; regioselective ring; cyclobutanone derivative; cyclobutenone; cyclopentanone derivative; cyclopentenone; lactam derivative |
| Journal Title: | Journal of the American Chemical Society |
| Volume: | 132 |
| Issue: | 32 |
| ISSN: | 0002-7863 |
| Publisher: | American Chemical Society |
| Date Published: | 2010-08-18 |
| Start Page: | 11004 |
| End Page: | 11005 |
| Language: | English |
| DOI: | 10.1021/ja1056888 |
| PROVIDER: | scopus |
| PMCID: | PMC2956739 |
| PUBMED: | 20698657 |
| DOI/URL: | |
| Notes: | --- - "Export Date: 20 April 2011" - "CODEN: JACSA" - "Source: Scopus" |
