Synthesis of Prenylated Quinones by the Oxydative Degradation Approach. Birch vs Vinylogous Birch Hydrogenolysis (BIHY vs VIBIHY) in Controlling Δ2 Stereochemistry of the Prenyl Chain
Two novel approaches toward prenylated quinones are described.The first (route A) involves the following three basic operations: (a) construction of a 4-hydroxybenzylamine carrying a tertiary allyl alcohol (cinnamyl alcohol) side chain of appropriate leng
Ballester, Pablo,Capo, Magdalena,Garcias, Xavier,Saa, Jose M.
p. 328 - 334
(2007/10/02)
Prenylation of methoxyhydroquinone in aqueous acid solution and an alternative synthesis of precocene II
The acid-catalyzed condensation of methoxyhydroquinone with 2-methyl-3-buten-2-ol leads to 2-methoxy-5-(3-methyl-2-butenyl)hydroquinone (4) and 2-(1,1-dimethylallyl)-5-methoxyhydroquinone (7).Compound 4 can easily be converted into precocene II (1, R=Me).
Uchiyama, M.,Overeem, J. C.
p. 408 - 410
(2007/10/02)
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