AI Article Synopsis
- The report presents a new method for synthesizing -difluorobishomoallylic alcohols from trifluoromethyl alkenes and epoxides using a titanocene-catalyzed reaction.
- This reaction is a unique process that includes a Ti(III)-mediated ring opening followed by an allylic defluorinative cross-coupling, which effectively generates the desired compounds with high selectivity.
- Additionally, the method allows for the creation of various 6-fluoro-3,4-dihydro-2-pyrans through a simple one-step derivatization of the resulting cross-coupling products.
Article Abstract
Herein, we report a method for efficient synthesis of -difluorobishomoallylic alcohols starting from trifluoromethyl-substituted alkenes and epoxides via a titanocene-catalyzed reductive domino reaction, which consists of a Ti(III)-mediated radical-type ring opening and the following allylic defluorinative cross-coupling reaction via sequential radical addition and β-F elimination. Notably, complete regioselectivity and high tolerance of functionalities can be achieved in this reaction. Furthermore, diverse 6-fluoro-3,4-dihydro-2-pyrans have been prepared through derivatization of the cross-coupling products in one single step.
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| http://dx.doi.org/10.1021/acs.orglett.0c00960 | DOI Listing |
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