
Journal of Organic Chemistry p. 3086 - 3091 (1985)
Update date:2022-08-03
Topics:
Schultz, Arthur G.
Lavieri, Frank P.
Snead, Thomas E.
The preparation and intramolecular Diels-Alder reactions of a series of 6-alkenyl-6-(methoxycarbonyl)2,4-cyclohexadien-1-ones are described.The resulting tricyclic β,γ-enones undergo the oxa-di-?-methane rearrangement to give substrates of potential use in the construction of polyquinane natural products.This methodology provides a means for construction of tetracyclic rings of type A by C-alkylation of the synthetic equivalence of enolate B.
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(1963)Doi:10.1016/S0040-4039(00)61861-0
(1985)Doi:10.1021/acs.jmedchem.7b01388
(2018)Doi:10.1016/0008-6215(85)85193-4
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(1985)