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- W2002052180 abstract "We report highly diastereo- and enantioselective allylations of substituted 5H-oxazol-4-ones and 5H-thiazol-4-ones catalyzed by a metallacyclic iridium complex. Enantioselective Ir-catalyzed allylation of substituted 5H-oxazol-4-ones occurs with high diastereoselectivity by employing the corresponding zinc enolates; enantioselective Ir-catalyzed allylation of substituted 5H-thiazol-4-ones occurs with the corresponding magnesium enolates with high diastereoselectivity. The allylation of substituted 5H-oxazol-4-ones provides rapid access to enantioenriched tertiary α-hydroxy acid derivatives unavailable through Mo-catalyzed allylic substitution. The allylation of substituted 5H-thiazol-4-ones provides a novel method to synthesize enantioenriched tertiary thiols and thioethers. The observed cation effect implies a novel method to control the diastereoselectivity in Ir-catalyzed allylic substitution." @default.
- W2002052180 created "2016-06-24" @default.
- W2002052180 creator A5075246689 @default.
- W2002052180 creator A5088865204 @default.
- W2002052180 date "2013-12-19" @default.
- W2002052180 modified "2023-10-02" @default.
- W2002052180 title "Cation Control of Diastereoselectivity in Iridium-Catalyzed Allylic Substitutions. Formation of Enantioenriched Tertiary Alcohols and Thioethers by Allylation of <i>5H</i>-Oxazol-4-ones and <i>5H</i>-Thiazol-4-ones" @default.
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- W2002052180 doi "https://doi.org/10.1021/ja410650e" @default.
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