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Sanchez et al., 1994 - Google Patents

Phenol Benzylic Epoxide to Quinone Methide Electron Reorganization: Synthesis of (.+-.)-Taxodone

Sanchez et al., 1994

Document ID
9743919291412449055
Author
Sanchez A
Konopelski J
Publication year
Publication venue
The Journal of Organic Chemistry

External Links

Snippet

The total synthesis of (±)-taxodone (1) is described. The C-ring is formed by the cycloaddition of methyl acrylate with fur an 8, the latter derived from isodrimenin. The C13 isopropyl group was introduced via a sulfur ylide rearrangementfollowed by reductive …
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    • C07C2101/16The ring being unsaturated
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    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/587Unsaturated compounds containing a keto groups being part of a ring
    • C07C49/687Unsaturated compounds containing a keto groups being part of a ring containing halogen
    • C07C49/697Unsaturated compounds containing a keto groups being part of a ring containing halogen containing six-membered aromatic rings
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
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    • C07DHETEROCYCLIC COMPOUNDS
    • C07D311/00Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings
    • C07D311/02Heterocyclic compounds containing six-membered rings having one oxygen atom as the only hetero atom, condensed with other rings ortho- or peri-condensed with carbocyclic rings or ring systems
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    • C07C2103/00Systems containing at least three condensed rings
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    • C07D491/02Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
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