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- W2149096739 abstract "The complex ABC-tricyclic structure of crotophorbolone, a derivative of the tigliane diterpenoids, was assembled by coupling of simple fragments. The six-membered C-ring fragment, having five contiguous stereocenters, was stereoselectively constructed from (R)-carvone. After attachment of the five-membered A-ring through the π-allyl Stille coupling reaction, the α-alkoxy bridgehead radical reaction effected the endo-cyclization of the seven-membered B-ring by forming the sterically congested bond at C9 and C10 stereospecifically and stereoselectively, respectively. Finally, the functional groups on the 5/7/6-membered ring system were manipulated by rhodium-catalyzed C2 olefin isomerization, C13 decarboxylative oxidation, and C4 hydroxylation, thus completing the first total synthesis of crotophorbolone." @default.
- W2149096739 created "2016-06-24" @default.
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- W2149096739 creator A5028716996 @default.
- W2149096739 creator A5033970062 @default.
- W2149096739 creator A5039067165 @default.
- W2149096739 date "2015-10-23" @default.
- W2149096739 modified "2023-10-17" @default.
- W2149096739 title "Total Synthesis of Crotophorbolone" @default.
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- W2149096739 doi "https://doi.org/10.1002/anie.201509160" @default.
- W2149096739 hasPubMedId "https://pubmed.ncbi.nlm.nih.gov/26493044" @default.
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