2015
DOI: 10.1016/j.tet.2015.02.065
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Dual role of carboxylic acid additive: mechanistic studies and implication for the asymmetric C–H amidation

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Cited by 104 publications
(61 citation statements)
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“…This work constitutes a rare systematic mechanistic study on enantioselective C–H bond functionalization 4144 and the first on the enantioselective functionalization of C–H bonds with main group reagents. By conducting a combination of experimental and theoretical studies, we elucidated the enantioselectivity-determining steps and the origin of the high enantioselectivity.…”
Section: Resultsmentioning
confidence: 99%
“…This work constitutes a rare systematic mechanistic study on enantioselective C–H bond functionalization 4144 and the first on the enantioselective functionalization of C–H bonds with main group reagents. By conducting a combination of experimental and theoretical studies, we elucidated the enantioselectivity-determining steps and the origin of the high enantioselectivity.…”
Section: Resultsmentioning
confidence: 99%
“…Up to 90 % diastereomeric excess was obtained for the P‐chirogenic product. Furthermore, with the assistance of a chiral acid additive, they rendered the first real enantioselective catalytic C−H amidation of arylphosphoryl compound with sulfonyl azide, albeit with moderate enantioselectivity . It was still a promising guide to spur future research efforts especially in asymmetric C−H functionalization.…”
Section: Transition‐metal‐catalyzed Direct C−h Amidation and Aminatimentioning
confidence: 99%
“…The most commonly used methods for the preparation of Pstereogenic molecules have mainly relied on resolution, [24][25][26] chiral-auxiliary-aided asymmetric synthesis, [27][28][29][30][31][32][33][34] and asymmetric lithiation-trapping reactions. [35][36][37][38] Other alternative methods include the NHC-catalyzed desymmetrization of bisphenolic phosphinates, 39 the metal-catalyzed asymmetric cross-coupling of phosphines or phosphine oxides, [40][41][42][43][44][45] hydrophosphination of olefins, 46 addition reactions of phosphorus nucleophiles, 47,48 and olefin metathesis of divinyl phosphinates.…”
Section: Introductionmentioning
confidence: 99%