AI Article Synopsis
- In situ formed N-trialkylsilyl bistrifluoromethanesulfonimides (R3SiNTf2) can effectively catalyze nucleophilic substitution reactions of chiral 5-oxypyrrolidin-2-ones with silicon-based nucleophiles.
- These catalysts significantly speed up the reaction rates compared to traditional triflate catalysts.
- The resulting adducts are produced in high yields and good stereoselectivities, and the method can be scaled for semi-preparative purposes.
Article Abstract
[reaction: see text] In situ formed N-trialkylsilyl bistrifluoromethanesulfonimides (R3SiNTf2) species have been shown to efficiently catalyze the nucleophilic substitution reactions of chiral 5-oxypyrrolidin-2-ones by silicon-based nucleophiles. The reaction rates were significantly accelerated in comparison to the cases where the usual triflate catalysts are used. Adducts were obtained in high yields and usual stereoselectivities within short reaction times, and the process was compatible with a semipreparative scale.
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| http://dx.doi.org/10.1021/ol052357j | DOI Listing |
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