| Article ID | Journal | Published Year | Pages | File Type |
|---|---|---|---|---|
| 1322974 | Journal of Organometallic Chemistry | 2013 | 4 Pages |
2-Boron substituted 1,3-dienes have been prepared and used in experiments to demonstrate that it is possible to effect metal catalyzed Diels–Alder/hydrolysis tandem reactions. The boron substituted dienes are treated with dienophiles in toluene:alcohol solutions with rhodium or copper salt catalysts and heated to effect Diels–Alder reactions of the boron substituted dienes followed by hydrolysis of the boron-carbon bond in the Diels–Alder cycloadducts.
Graphical abstractThe graphical abstract shows the 2 Diels–Alder/hydrolysis reaction sequences that were investigated in the most detail.Figure optionsDownload full-size imageDownload as PowerPoint slideHighlights► Highly organic solvent soluble 2-boron substituted 1,3-dienes have been prepared. ► These boron substituted dienes participate in Diels–Alder/hydrolysis reactions. ► Diels–Alder/hydrolysis reactions appear to be Lewis acid catalyzed reactions.
