Tandem Enantioselective Cycloaromatization/Intramolecular Friedel–Crafts Desymmetrization of Cyclohexadienones
Abstract: An enantioselective tandem sequence that comprises a cycloaromatization process followed by an intramolecular desymmetrizing Friedel‐Crafts alkylation of functionalized cyclohexadienones has been accomplished. The process takes place in good yields (65–95%), with excellent diastereoselectivity (>20:1) and enantiomeric ratios up to 90.5:9.5 in the presence of (R)‐BINOL‐derived N‐triflyl phosphoramides, and it gains access to a family of pyrrolo[2,1‐a]isoquinoline derivatives in a simple manner, with the simultaneous generation of two vicinal stereocenters, one of them a tetrasubstituted carbon stereocenter.
- Location
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Deutsche Nationalbibliothek Frankfurt am Main
- Extent
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Online-Ressource
- Language
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Englisch
- Bibliographic citation
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Tandem Enantioselective Cycloaromatization/Intramolecular Friedel–Crafts Desymmetrization of Cyclohexadienones ; day:23 ; month:08 ; year:2024 ; extent:8
Advanced synthesis & catalysis ; (23.08.2024) (gesamt 8)
- Creator
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Gaviña, Daniel
Durán, Marta
Prieto, Lidia
Escolano, Marcos
Díaz‐Oltra, Santiago
Sánchez‐Roselló, María
del Pozo, Carlos
- DOI
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10.1002/adsc.202400576
- URN
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urn:nbn:de:101:1-2408231439071.572411458276
- Rights
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Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
- Last update
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14.08.2025, 10:47 AM CEST
Data provider
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Associated
- Gaviña, Daniel
- Durán, Marta
- Prieto, Lidia
- Escolano, Marcos
- Díaz‐Oltra, Santiago
- Sánchez‐Roselló, María
- del Pozo, Carlos
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