Conformational specificity in photoinduced intramolecular 1,7-hydrogen abstraction of homonaphthoquinones with a spiro-linked dibenzocycloheptene ring

Authors
Kokubo, K Kawahara, K Takatani, T Moriwaki, H Kawamoto, T Oshima, T
Citation
K. Kokubo et al., Conformational specificity in photoinduced intramolecular 1,7-hydrogen abstraction of homonaphthoquinones with a spiro-linked dibenzocycloheptene ring, ORG LETT, 2(4), 2000, pp. 559-562
Citations number
34
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
2
Issue
4
Year of publication
2000
Pages
559 - 562
Database
ISI
SICI code
1523-7060(20000224)2:4<559:CSIPI1>2.0.ZU;2-X
Abstract
[GRAPHICS] Irradiation of homonaphthoquinones with spiro-linked dibenzocycloheptene ri ngs brings about the Norrish type II reaction to give polycyclic alcohols v ia a stereospecific 1,7-hydrogen abstraction of the less stable twist boat conformer.