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- W3090347750 abstract "Remote stereocontrolled 1,8-addition of heteroatom nucleophiles to 6-methylene-6H-indoles generated in situ from 6-indolylmethanols has been developed for the first time. With the aid of a chiral phosphoric acid, 6-indolylmethanols reacted with benzotriazoles to furnish 1,8-adducts with a nitrogen-containing tertiary carbon stereocenter in 54–80% yield with 76–92% ee. Importantly, the stereoselective 1,8-addition of benzotriazoles featured N2 selectivity. Furthermore, using thioacids as nucleophiles enabled the formation of 1,8-adducts with a sulfur-containing tertiary carbon stereocenter in 70–78% yield with 75–94% ee." @default.
- W3090347750 created "2020-10-08" @default.
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- W3090347750 date "2020-09-29" @default.
- W3090347750 modified "2023-10-09" @default.
- W3090347750 title "Organocatalytic Regio- and Enantioselective 1,8-Additions of Nitrogen and Sulfur Nucleophiles to 6-Methylene-6<i>H</i>-indoles" @default.
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- W3090347750 doi "https://doi.org/10.1021/acs.orglett.0c02769" @default.
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