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Photochemistry of Substituted 1-(But-3-enyl)-indanes by Cong Zhang; Daniel Bourgin; Reinhart Keese is a Chemistry article available to read on EtoBox.

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The intramolecular arene-olefin photocycloaddition was studied with l-substituted indanes. The chemo-as well as the regioselectivity is primarily controlled by donor substituents in the indane moiety. Selected transformations of the photoproducts are described. ## Introduction. The discovery of the intermolecular meta-photoreaction of benzene with olefinic double bonds by Wilzbach and Kaplan,2 Bryce-Smith and Gilbert.3 and its intramolecular variety by Morrison,4 which leads via me&addition to tri-and t&racy&c products, has found synthetic applications and induced mechanistic studies. 5 Particularly P. Wender has shown, that by judicious choice of substituents in the aromatic ring tetracyclic intermediates are obtained which are readily transformed into natural products like a-cedrene, isocomene, modhephene, hirsutene, coriolin,es silphinene,ab silphiperfol&-ene,aC rudmollin,ed and more recently laurenene6e and subergorgic acid and retigeranic acid.ef Mechanistic studies, which are based on product studies and spectroscopic investigations, inter alia by Bryce-Smith,7 Cornelisse.8 Scha& and Mattayll have led to a rather detailed mechanistic model, which may serve as a rationale for

Who reads Photochemistry of Substituted 1-(But-3-enyl)-indanes?

Author

Cong Zhang; Daniel Bourgin; Reinhart Keese

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

1991

Language

EN

Field

Chemistry (Physical Sciences)