Journal of the American Chemical Society

Photochemical reactions of 1-cyclopentenyl and 1-cyclohexenyl ketones

AB Smith, WC Agosta

Index: Smith,A.B.; Agosta,W.C. Journal of the American Chemical Society, 1973 , vol. 95, # 6 p. 1961 - 1968

Full Text: HTML

Citation Number: 56

Abstract

Abstract: Photolysis of several 1-acylcycloalkenes has been investigated and found to lead to three types of rearrangement. Simple ketones 1-5, as well as 22, undergo hydrogen transfer with formation of spiroketones 7-11 and 23 plus some minor products. Cyclohexenyl ketones 25 and 29 give the hexahydrofuorenones 27 and 28 in an electrocyclic reaction, and the doubly unsaturated 35 is isomerized to ketene 43 which can be isolated as esters ...

Related Articles:

Palladium-catalyzed cross-coupling of vinyl iodides with organostannanes: synthesis of unsymmetrical divinyl ketones

[Goure; Wright; Davis; Labadie; Stille Journal of the American Chemical Society, 1984 , vol. 106, # 21 p. 6417 - 6422]

Palladium-catalyzed cross-coupling of vinyl iodides with organostannanes: synthesis of unsymmetrical divinyl ketones

[Goure; Wright; Davis; Labadie; Stille Journal of the American Chemical Society, 1984 , vol. 106, # 21 p. 6417 - 6422]

Silanes in organic synthesis. 8. Preparation of vinylsilanes from ketones and their regiospecific cyclopentenone annulation

[Paquette, Leo A.; Fristad, William E.; Dime, David S.; Bailey, Thomas R. Journal of Organic Chemistry, 1980 , vol. 45, # 15 p. 3017 - 3028]

Silanes in organic synthesis. 8. Preparation of vinylsilanes from ketones and their regiospecific cyclopentenone annulation

[Paquette, Leo A.; Fristad, William E.; Dime, David S.; Bailey, Thomas R. Journal of Organic Chemistry, 1980 , vol. 45, # 15 p. 3017 - 3028]

Silanes in organic synthesis. 8. Preparation of vinylsilanes from ketones and their regiospecific cyclopentenone annulation

[Paquette, Leo A.; Fristad, William E.; Dime, David S.; Bailey, Thomas R. Journal of Organic Chemistry, 1980 , vol. 45, # 15 p. 3017 - 3028]

More Articles...