Asperidine B : total synthesis and structure correction

A synthesis of the proposed structure of asperidine B is reported, involving a tandem hydroformylation-condensation reaction, a diastereoselective dihydroxylation and the addition of an organozinc reagent to an iminium ion. As the spectroscopic data for the synthetic material is not in agreement wit...

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Bibliographic Details
Main Authors: Waddell, Lachlan J. N., Watts, Olivia F. B., Saetang, Praphatsorn, Rukachaisirikul, Vatcharin, Bates, Roderick Wayland
Other Authors: School of Physical and Mathematical Sciences
Format: Article
Language:English
Published: 2020
Subjects:
Online Access:https://hdl.handle.net/10356/141978
https://doi.org/10.21979/N9/OD7MHF
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Institution: Nanyang Technological University
Language: English
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Summary:A synthesis of the proposed structure of asperidine B is reported, involving a tandem hydroformylation-condensation reaction, a diastereoselective dihydroxylation and the addition of an organozinc reagent to an iminium ion. As the spectroscopic data for the synthetic material is not in agreement with that of the natural product, the structure of asperidine B is reassigned as (+)-preussin.