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Creators/Authors contains: "Seidel, Daniel"

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  1. ; ; ; ; (, Chemical Science)
    A new conjugate-base-stabilized carboxylic acid containing a 3,5-bis(SF5)phenylthiourea functionality catalyses challenging one-pot condensations/6π-electrocyclizations of hydrazines and α,β-unsaturated ketones. 
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  2. ; ; ; ; (, Synthesis)
    Abstract In the presence of a thiourea–carboxylic acid catalyst, N-9-fluorenyltryptamines undergo highly enantioselective Pictet–Spengler reactions with a range of aldehydes. The reaction works particularly well with aromatic aldehydes, tolerating electronically diverse substituents in all ring positions. Electron-deficient tryptamines are viable substrates. Removal of the fluorenyl protecting group is readily accomplished without deterioration of product ee. 
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  3. ; ; ; ; ; (, Journal of the American Chemical Society)
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  4. ; ; ; ; ; ; ; ; (, ACS Catalysis)
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  5. ; ; ; (, Organic Letters)
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  6. ; ; ; ; (, SynOpen)
    null (Ed.)
    Abstract Amines such as 1,2,3,4-tetrahydroisoquinoline undergo redox­-neutral annulations with ortho-(nitromethyl)benzaldehyde. Benzoic­ acid acts as a promoter in these reactions, which involve concurrent amine α-C–H bond and N–H bond functionalization. Subsequent removal of the nitro group provides access to tetrahydroprotoberberines not accessible via typical redox-annulations. Also reported are decarboxylative annulations of ortho-(nitromethyl)benzaldehyde with proline and pipecolic acid. 
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  7. ; ; ; (, Nature Chemistry)
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  8. ; ; ; ; ; ; (, Angewandte Chemie International Edition)
    Abstract A readily accessible conjugate‐base‐stabilized carboxylic acid (CBSCA) catalyst facilitates highly enantioselective [4+2] cycloaddition reactions of salicylaldehyde‐derived acetals and cyclic enol ethers, resulting in the formation of polycyclic chromanes with oxygenation in the 2‐ and 4‐positions. Stereochemically more complex products can be obtained from racemic enol ethers. Spirocyclic products are also accessible. 
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  9. ; ; ; ; ; ; ; ; (, Journal of the American Chemical Society)
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  10. ; ; ; (, SynOpen)
    This Short Review provides an analysis of the state-of-the-art in catalytic enantioselective oxa-Pictet–Spengler cyclizations. Also discussed are other catalytic reactions providing access to enantio­enriched isochromans and tetrahydropyrano[3,4-b]indoles. Context is provided and remaining challenges are highlighted. 
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