Direct Formation of a Substituted [5.5.5.5]Fenestrane by Intramolecular Arene‐Olefin Photocycloaddition | Zendy

Mani Jürg | Zendy; Schüttel Stefan | Zendy; Zhang Cong | Zendy; Bigler Peter | Zendy; Müller Christian | Zendy; Keese Reinhart | Zendy

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Direct Formation of a Substituted [5.5.5.5]Fenestrane by Intramolecular Arene‐Olefin Photocycloaddition

Author(s) -

Mani Jürg,

Schüttel Stefan,

Zhang Cong,

Bigler Peter,

Müller Christian,

Keese Reinhart

Publication year - 1989

Publication title -

helvetica chimica acta

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.74

H-Index - 82

eISSN - 1522-2675

pISSN - 0018-019X

DOI - 10.1002/hlca.19890720311

Subject(s) - chemistry , intramolecular force , olefin fiber , cycloaddition , derivative (finance) , stereochemistry , medicinal chemistry , intramolecular reaction , organic chemistry , catalysis , financial economics , economics

In a search for further synthetic routes to substituted [5.5.5.5] fenestranes, compound 1a , a derivative of 7‐methoxyindane, was photolyzed. Two of the three photoproducts, viz. the [3.5.5.5]fenestrane 3a and the isomer 4a , are formed according to the expected intramolecular meta ‐cycloaddition. A different mechanism is suggested for the formation of the major component 2a .

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