Conformational Specificity in Photoinduced Intramolecular 1,7-Hydrogen Abstraction of Homonaphthoquinones with a Spiro-Linked Dibenzocycloheptene Ring

Conformational Specificity in Photoinduced Intramolecular 1,7-Hydrogen Abstraction of Homonaphthoquinones with a Spiro-Linked Dibenzocycloheptene Ring

Irradiation of homonaphthoquinones with spiro-linked dibenzocycloheptene rings brings about the Norrish type II reaction to give polycyclic alcohols via a stereospecific 1,7-hydrogen abstraction of the less stable twist-boat conformer.

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Veröffentlicht in:Organic letters 2000-02, Vol.2 (4), p.559-562
Hauptverfasser: Kokubo, Ken, Kawahara, Kazuhito, Takatani, Toshihiko, Moriwaki, Hiroshi, Kawamoto, Tatsuya, Oshima, Takumi
Format: Artikel
Sprache:eng
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Zusammenfassung:Irradiation of homonaphthoquinones with spiro-linked dibenzocycloheptene rings brings about the Norrish type II reaction to give polycyclic alcohols via a stereospecific 1,7-hydrogen abstraction of the less stable twist-boat conformer.
ISSN:1523-7060
1523-7052
DOI:10.1021/ol005520d