Unexpected effect of the fluorine atom on the optimal ligand-to-palladium ratio in the enantioselective Pd-catalyzed allylation reaction of fluorinated enol carbonates
- 15 May 2008
- journal article
- Published by Royal Society of Chemistry (RSC) in Chemical Communications
- No. 28,p. 3251-3253
- https://doi.org/10.1039/b803097a
Abstract
The enantioselective Pd-catalyzed allylation reaction of fluorinated allyl enol carbonates is presented; a key feature of this transformation is the important effect of the ligand-to-palladium ratio on the enantioselectivity of the α-fluoroketones, since using a ligand excess (L/Pd ratio = 1.25 : 1) led to moderate results (30–76% ee), while using a L/Pd ratio <1 : 1.67 (to as low as 1 : 4) allowed the desired products to be obtained with high enantiopurity (up to 94% ee).Keywords
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