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https://hdl.handle.net/2440/127462
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Type: | Journal article |
Title: | Total synthesis of rhodonoids A B, E, and F, enabled by singlet oxygen ene reactions |
Author: | Burchill, L. George, J.H. |
Citation: | Journal of Organic Chemistry, 2020; 85(4):2260-2265 |
Publisher: | American Chemical Society |
Issue Date: | 2020 |
ISSN: | 0022-3263 1520-6904 |
Statement of Responsibility: | Laura Burchill and Jonathan H. George |
Abstract: | Singlet oxygen is a versatile reagent for the selective oxidation of organic compounds under mild reaction conditions. It is frequently invoked in biosynthetic pathways, so it is especially suitable for application in the biomimetic synthesis of natural products. Herein, we show that use of the singlet oxygen ene reaction, combined with [2 + 2] cycloadditions, leads to concise, divergent, and redox-economic total syntheses of several polycyclic members of the rhodonoid family of meroterpenoids. |
Keywords: | Singlet Oxygen Biological Products Biomimetics Oxidation-Reduction Cycloaddition Reaction |
Rights: | © 2020 American Chemical Society |
DOI: | 10.1021/acs.joc.9b02968 |
Grant ID: | http://purl.org/au-research/grants/arc/FT170100437 |
Published version: | http://dx.doi.org/10.1021/acs.joc.9b02968 |
Appears in Collections: | Aurora harvest 4 Chemistry publications |
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