Route to synthetic analogues of Rocaglamide and Aglafoline using cascade transformations initiated by oxy-cope rearrangement of bis-alkynes
US9206100B2 · kind B2 · utility
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Key dates
| Filing date | Sep 13, 2011 |
| Grant date | Dec 8, 2015 |
| Priority date | — |
| Expiry date | Mar 29, 2032 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C2601/10
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
A method for preparing a cyclobutene compound or a cyclopentenone is provided. The method comprises contacting an α,β-diketone with a metal acetylide at a temperature below 0° C. to thereby form a reaction mixture comprising a bis-alkyne precursor. The bis-alkyne precursor rearranges into a bis-allenic intermediate, which undergoes further rearrangement into the cyclobutene compound or the cyclopentenone compound as the temperature of the reaction mixture increases from below 0° C. to above 0° C.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.