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Total Synthesis of Rhodonoids A, B, E, and F, Enabled by Singlet Oxygen Ene Reactions.
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2020-01-17 , DOI: 10.1021/acs.joc.9b02968
Laura Burchill 1 , Jonathan H George 1
Affiliation  

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.

中文翻译:

通过单线态氧烯反应实现类胡萝卜素A,B,E和F的全合成。

单线态氧是在温和的反应条件下选择性氧化有机化合物的通用试剂。它经常在生物合成途径中被调用,因此它特别适用于天然产物的仿生合成。在这里,我们表明使用单线态氧烯反应与[2 + 2]环加成反应,可导致类胡萝卜素类胡萝卜素家族的几个多环成员的简明,发散和氧化还原经济性全合成。
更新日期:2020-01-17
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