Total Synthesis of Plakortide E and Biomimetic Synthesis of Plakortone B.pdf

Total Synthesis of Plakortide E and Biomimetic Synthesis of Plakortone B

Xiao-Yu Sun

In his thesis, Xiao-yu Sun conducts the first total synthesis of all possible stereoisomers of plakortide E and also confirms the absolute configuration of natural plakortide E. Xiao-yu Sun subsequently converts Plakortide E methyl ester to plakortone B in a biomimetic conversion. Construction and functionalization of cyclic peroxides are notoriously difficult due to the very low O-O bond dissociation energy. Plaktoride E is isolated from the Jamaican marine sponge platorits halichondrioides and contains a five-membered peroxide ring, with oxygen atoms linked to tertiary C4 and C6 centers. The methodology used for synthesizing highly substituted cyclic peroxides is novel and useful, and not only extends the field of Pd-catalyzed reactions, but also provides a convenient synthetic approach for the preparation of the 1,2-dioxolanes series. Plakortide E and plakortone B are bioactive, which means that the synthetic studies on them and their analogs are pivotal in drug discovery.

Following their synthesis of plakortide E (33 ... Scheme 32 Synthesis of plakortone B ... Also, biomimetic conversion of plakinic ... Wong also completed the total synthesis ... ... CHEMICAL SOCIETY 250, 2015. 2015. Results and Discussion. XY Sun. Total Synthesis of Plakortide E and Biomimetic Synthesis of Plakortone B, 21-76, ...

6.45 MB DATEIGRÖSSE
9783642271946 ISBN
Total Synthesis of Plakortide E and Biomimetic Synthesis of Plakortone B.pdf

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Sofya Voigtuh

Total Synthesis of Plakortide E and Biomimetic … The total synthesis of plakortide E (1 a) is reported. A novel palladium‐catalyzed approach towards 1,2‐dioxolanes as well as an alternative substrate‐controlled route leading exclusively to cis ‐highly substituted 1,2‐dioxolanes have been developed.

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Total Synthesis of Plakortide E and Biomimetic …

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Noels Schulzen

Herein, we report the chemoenzymatic synthesis of a heterodimeric (−)-rugulosin B, homodimeric (−)-rugulosin C, and several rugulin analogues in three to four steps starting from anthraquinones. This work supports dimerization between variously substituted putative monomeric intermediates during the biosynth

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Total Synthesis of Plakortide E and Biomimetic … Total Synthesis of Plakortide E and Biomimetic Synthesis of Plakortone B by Xiao-Yu Sun, 9783642442117, available at Book Depository with free delivery worldwide.