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- W2053144390 abstract "A simple route to the sesquiterpene antibiotic pentalenolactone 3 has been established. Thus, spiroannulation of 4,4-dimethyl cyclohexanone with bis-(2-iodoethyl)ether, followed by diazo transfer and Wolff rearrangement, gives acid 6. Homologation to the corresponding β-ketoester, followed by diazo transfer and Rh-mediated intramolecular C-H insertion, then gives ester 8. Reduction of 8 followed by dehydration leads to the α,β unsaturated ester, which on exposure to CrO3 in acetic acid is oxidized preferentially at the less hindered methylene. α-Methylenation then completes the synthesis of 1." @default.
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- W2053144390 date "1987-01-01" @default.
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- W2053144390 title "Symmetry in retrosynthetic analysis:(±)-pentalenolactone e methyl ester" @default.
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- W2053144390 doi "https://doi.org/10.1016/s0040-4020(01)87746-2" @default.
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