Matches in SemOpenAlex for { <https://semopenalex.org/work/W2967692002> ?p ?o ?g. }
- W2967692002 endingPage "14702" @default.
- W2967692002 startingPage "14694" @default.
- W2967692002 abstract "Abstract A recently reported palladium‐catalyzed allylic substitution of vinyl‐substituted cyclic carbonates (VCCs) with aryl amines represents a rare example of a regio‐ and enantioselective synthesis of α,α‐disubstituted allylic N ‐aryl amines. However, the underlying reasons for this unusual selectivity profile remain elusive. In the present work, density functional theory (DFT) calculations in combination with mechanistic control experiments were performed to elucidate in detail this allylic amination manifold and the origin of the regio‐ and enantioselectivity. The combined data show that after oxidative addition of the VCC to Pd 0 , the nucleophilic attack via an originally proposed outer‐sphere pathway gives, however, the opposite regioisomer compared to the experimental results. Instead, nucleophilic attack of the amine reagent via a unique type of chelation‐assisted, inner‐sphere pathway accounts for the experimentally observed “branched” regioselectivity and high enantio‐control." @default.
- W2967692002 created "2019-08-22" @default.
- W2967692002 creator A5012609564 @default.
- W2967692002 creator A5025115502 @default.
- W2967692002 creator A5044249581 @default.
- W2967692002 creator A5045053686 @default.
- W2967692002 creator A5065337367 @default.
- W2967692002 date "2019-09-09" @default.
- W2967692002 modified "2023-10-08" @default.
- W2967692002 title "A Mechanistic Analysis of the Palladium‐Catalyzed Formation of Branched Allylic Amines Reveals the Origin of the Regio‐ and Enantioselectivity through a Unique Inner‐Sphere Pathway" @default.
- W2967692002 cites W1899103796 @default.
- W2967692002 cites W1946387153 @default.
- W2967692002 cites W1970357928 @default.
- W2967692002 cites W1980729502 @default.
- W2967692002 cites W1981353016 @default.
- W2967692002 cites W1983586859 @default.
- W2967692002 cites W1997066375 @default.
- W2967692002 cites W2011215428 @default.
- W2967692002 cites W2014082390 @default.
- W2967692002 cites W2015653690 @default.
- W2967692002 cites W2015723183 @default.
- W2967692002 cites W2025412311 @default.
- W2967692002 cites W2031192939 @default.
- W2967692002 cites W2033401847 @default.
- W2967692002 cites W2034124123 @default.
- W2967692002 cites W2036758375 @default.
- W2967692002 cites W2036875463 @default.
- W2967692002 cites W2037836830 @default.
- W2967692002 cites W2044591029 @default.
- W2967692002 cites W2049095005 @default.
- W2967692002 cites W2051219289 @default.
- W2967692002 cites W2051550265 @default.
- W2967692002 cites W2058456312 @default.
- W2967692002 cites W2060184492 @default.
- W2967692002 cites W2060601592 @default.
- W2967692002 cites W2081248392 @default.
- W2967692002 cites W2081807638 @default.
- W2967692002 cites W2098486174 @default.
- W2967692002 cites W2101000711 @default.
- W2967692002 cites W2101826827 @default.
- W2967692002 cites W2103380929 @default.
- W2967692002 cites W2108171688 @default.
- W2967692002 cites W2122619719 @default.
- W2967692002 cites W2126431848 @default.
- W2967692002 cites W2147131700 @default.
- W2967692002 cites W2147823951 @default.
- W2967692002 cites W2148764311 @default.
- W2967692002 cites W2149440332 @default.
- W2967692002 cites W2150493946 @default.
- W2967692002 cites W2151088877 @default.
- W2967692002 cites W2156799879 @default.
- W2967692002 cites W2156818195 @default.
- W2967692002 cites W2218947753 @default.
- W2967692002 cites W2252673772 @default.
- W2967692002 cites W2264955255 @default.
- W2967692002 cites W2314827084 @default.
- W2967692002 cites W2322009365 @default.
- W2967692002 cites W2330648887 @default.
- W2967692002 cites W2332002457 @default.
- W2967692002 cites W2414762206 @default.
- W2967692002 cites W2512641233 @default.
- W2967692002 cites W2533049456 @default.
- W2967692002 cites W2554839371 @default.
- W2967692002 cites W2560511860 @default.
- W2967692002 cites W2566494060 @default.
- W2967692002 cites W2571610541 @default.
- W2967692002 cites W2587301581 @default.
- W2967692002 cites W2724134996 @default.
- W2967692002 cites W2736382636 @default.
- W2967692002 cites W2737154143 @default.
- W2967692002 cites W2737643599 @default.
- W2967692002 cites W2746639308 @default.
- W2967692002 cites W2765986950 @default.
- W2967692002 cites W2769585168 @default.
- W2967692002 cites W2771786920 @default.
- W2967692002 cites W2783272088 @default.
- W2967692002 cites W2791338710 @default.
- W2967692002 cites W2800166218 @default.
- W2967692002 cites W2807161168 @default.
- W2967692002 cites W2810755443 @default.
- W2967692002 cites W2886943308 @default.
- W2967692002 cites W2890400854 @default.
- W2967692002 cites W2898253952 @default.
- W2967692002 cites W2905227208 @default.
- W2967692002 cites W2952901215 @default.
- W2967692002 cites W2953285038 @default.
- W2967692002 cites W4230816060 @default.
- W2967692002 cites W4240716527 @default.
- W2967692002 cites W4247477550 @default.
- W2967692002 cites W4249556261 @default.
- W2967692002 cites W4379278231 @default.
- W2967692002 cites W4384484449 @default.
- W2967692002 doi "https://doi.org/10.1002/anie.201907375" @default.
- W2967692002 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/31393071" @default.
- W2967692002 hasPublicationYear "2019" @default.
- W2967692002 type Work @default.
- W2967692002 sameAs 2967692002 @default.
- W2967692002 citedByCount "50" @default.