Construction of the tetracyclic ring system of diterpene alkaloids cationic [5 + 2] cycloaddition
The ABCD ring system of C 18 /C 19 diterpene alkaloids was constructed via cationic [5 + 2] cycloaddition to forge a bicyclo[3.2.1]octane, an intramolecular aldol reaction to form a seven-membered ring, oxidation of a phenol at the para -position, and introduction of a one-carbon unit via Stille cou...
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Published in | Organic & biomolecular chemistry Vol. 21; no. 22; pp. 4587 - 459 |
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Main Authors | , , |
Format | Journal Article |
Published |
07.06.2023
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Online Access | Get full text |
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Summary: | The ABCD ring system of C
18
/C
19
diterpene alkaloids was constructed
via
cationic [5 + 2] cycloaddition to forge a bicyclo[3.2.1]octane, an intramolecular aldol reaction to form a seven-membered ring, oxidation of a phenol at the
para
-position, and introduction of a one-carbon unit
via
Stille coupling followed by oxidative cleavage of a furan ring.
The ABCD ring system of C
18
/C
19
diterpene alkaloids was constructed
via
cationic [5 + 2] cycloaddition and an intramolecular aldol reaction. |
---|---|
Bibliography: | https://doi.org/10.1039/d3ob00647f Electronic supplementary information (ESI) available. See DOI |
ISSN: | 1477-0520 1477-0539 |
DOI: | 10.1039/d3ob00647f |