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- W2955902523 endingPage "7640" @default.
- W2955902523 startingPage "7626" @default.
- W2955902523 abstract "A weakly coordinating monodentate heteroaryl thioether directing group has been developed for use in Pd(II) catalysis to orchestrate key elementary steps in the catalytic cycle that require conformational flexibility in a manner that is difficult to accomplish with traditional strongly coordinating directing groups. This benzothiazole thioether, (BT)S, directing group can be used to promote oxidative Heck reactivity of internal alkenes providing a wide range of products in moderate to high yields. To demonstrate the broad applicability of this directing group, an arene C-H olefination method was also successfully developed. Reaction progress kinetic analysis provides insights into the role of the directing group in each reaction, which is supplemented with computational data for the oxidative Heck reaction. Furthermore, this (BT)S directing group can be transformed into a number of synthetically useful functional groups, including a sulfone for Julia olefination, allowing it to serve as a masked olefin directing group in synthetic planning. In order to demonstrate this synthetic utility, natural products (+)-salvianolic acid A and salvianolic acid F are formally synthesized using the (BT)S directed C-H olefination as the key step." @default.
- W2955902523 created "2019-07-12" @default.
- W2955902523 creator A5030452336 @default.
- W2955902523 creator A5035747535 @default.
- W2955902523 creator A5037856281 @default.
- W2955902523 creator A5041696931 @default.
- W2955902523 creator A5045820274 @default.
- W2955902523 date "2019-07-02" @default.
- W2955902523 modified "2023-10-17" @default.
- W2955902523 title "Synthetic and Mechanistic Studies of a Versatile Heteroaryl Thioether Directing Group for Pd(II) Catalysis" @default.
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