Acid-catalyzed rearrangements and additions of .beta.,.gamma.-unsaturated ketones

1972 ◽  
Vol 37 (1) ◽  
pp. 78-84 ◽  
Author(s):  
R. L. Cargill ◽  
M. E. Beckham ◽  
J. R. Damewood ◽  
D. M. Pond ◽  
W. A. Bundy ◽  
...  
1999 ◽  
Vol 29 (20) ◽  
pp. 3651-3657 ◽  
Author(s):  
Erwan Le Gall ◽  
Françoise Texier-Boullet ◽  
Jack Hamelin

ChemInform ◽  
2010 ◽  
Vol 30 (48) ◽  
pp. no-no
Author(s):  
Erwan Le Gall ◽  
Francoise Texier-Boullet ◽  
Jack Hamelin

1979 ◽  
Vol 57 (17) ◽  
pp. 2249-2255 ◽  
Author(s):  
Edward Piers ◽  
Michael Zbozny

A total synthesis of (±)-isolongifolene 6, a C15 hydrocarbon derived from the acid-catalyzed rearrangement of the sesquiterpenoid longifolene, is described. The known carbomethoxyoctalone 10 was transformed via a 10-step sequence into the unsaturated keto tosylate 9. The key step of the overall synthesis involved the efficient intramolecular γ alkylation of 9 to produce the tricyclic α,β-unsaturated ketone 5. The latter compound was converted into the enone 33, which had previously served as a precursor for the synthesis of (±)-isolongifolene 6.


2007 ◽  
Vol 13 (12) ◽  
pp. 3354-3368 ◽  
Author(s):  
Jenny Rickerby ◽  
Martial Vallet ◽  
Gerald Bernardinelli ◽  
Florian Viton ◽  
E. Peter Kündig

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