Easy Synthesis of Functionalized Hetero[7]helicenes

Hetero[7]helicenebisquinones can be synthesized easily on a multigram scale by combining the silyl enol ethers of 3,6-diacetyldibenzofuran, 3,6-diacetyldibenzothiophene, and 3,6-diacetylcarbazole with p-benzoquinone. They can be resolved into their enantiomers by a procedure that had previously been...

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Veröffentlicht in:Journal of organic chemistry 1999-05, Vol.64 (10), p.3671-3678
Hauptverfasser: Dreher, Spencer D, Weix, Daniel J, Katz, Thomas J
Format: Artikel
Sprache:eng
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Zusammenfassung:Hetero[7]helicenebisquinones can be synthesized easily on a multigram scale by combining the silyl enol ethers of 3,6-diacetyldibenzofuran, 3,6-diacetyldibenzothiophene, and 3,6-diacetylcarbazole with p-benzoquinone. They can be resolved into their enantiomers by a procedure that had previously been used to resolve carbohelicenebisquinones. Their absolute configurations are assigned.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo990065o