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Ireland et al., 1975 - Google Patents

Experiments directed toward the total synthesis of terpenes. XXI. Alternate total synthesis of dl-alnusenone via polyene cyclization

Ireland et al., 1975

Document ID
15157985861546572157
Author
Ireland R
Bey P
Cheng K
Czarny R
Moser J
Trust R
Publication year
Publication venue
The Journal of Organic Chemistry

External Links

Snippet

Using the aldehyde 2 as a model for the alnusenone (1) precursor 15, a method based on acid-catalyzed polyene cyclization procedures was developed for the synthesis and cyclization of the 3-methyl-2-cyclopentenol 5 that gave the tricyclics 6, 7, and 8. Oxidative …
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    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
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    • 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
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