Direct Construction of Quaternary Carbons from Tertiary Alcohols via Photoredox-Catalyzed Fragmentation of tert-Alkyl N‑Phthalimidoyl Oxalates

Direct Construction of Quaternary Carbons from Tertiary Alcohols via Photoredox-Catalyzed Fragmentation of tert-Alkyl N‑Phthalimidoyl Oxalates

A convenient method for the direct construction of quaternary carbons from tertiary alcohols by visible-light photoredox coupling of tert-alkyl N-phthalimidoyl oxalate intermediates with electron-deficient alkenes is reported.

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Bibliographische Detailangaben
Veröffentlicht in:Journal of the American Chemical Society 2013-10, Vol.135 (41), p.15342-15345
Hauptverfasser: Lackner, Gregory L, Quasdorf, Kyle W, Overman, Larry E
Format: Artikel
Sprache:eng
Schlagworte:
alcohols
Alcohols - chemistry
alkenes
Alkenes - chemistry
Carbon - chemistry
Catalysis
Electrons
Light
oxalates
Oxalates - chemistry
Oxidation-Reduction
Photochemical Processes
Phthalimides - chemistry
redox reactions
Stereoisomerism
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Beschreibung
Zusammenfassung:A convenient method for the direct construction of quaternary carbons from tertiary alcohols by visible-light photoredox coupling of tert-alkyl N-phthalimidoyl oxalate intermediates with electron-deficient alkenes is reported.
ISSN:0002-7863
1520-5126
1520-5126
DOI:10.1021/ja408971t