摘要
A mild base-catalyzed retro-benzilic acid rearrangement of a proto-[2+2]photocycloadduct, formed in highly steroselective photoaddition of methyl 2,4-dioxo-pentanoate to 1,5-dimethyl-6-methylenecyclohexene, afforded a spiro[4, 5] decenedione from which hinesol and agarospirol were synthesized by means of reductive elimination of α-diketone and C1-homologation.
A mild base-catalyzed retro-benzilic acid rearrangement of a proto-[2+2]photocycloadduct, formed in highly steroselective photoaddition of methyl 2,4-dioxo-pentanoate to 1,5-dimethyl-6-methylenecyclohexene, afforded a spiro[4, 5] decenedione from which hinesol and agarospirol were synthesized by means of reductive elimination of α-diketone and C1-homologation.