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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
Statement of
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
Cycloaddition Reaction
Rights: © 2020 American Chemical Society
DOI: 10.1021/acs.joc.9b02968
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