Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 68, Issue 20, Pages 7925-7927Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo0350155
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An efficient synthetic method for the protected p-hydroquinone compounds 4 containing the C-5 trans allylic sulfone moiety has been developed by the direct Friedel-Crafts allylation of the protected dihydroquinone 2 with 4-chloro-2-methyl-1-phenylsulfonyl-2-butene (7a) or 4-hydroxy-2-methyl-1-phenylsulfonyl-2-butene (7b). Expeditious total syntheses of coenzyme Q-10 and vitamin K-2(20) have been demonstrated from these valuable key compounds 4a and 4b.
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