2021
DOI: 10.1016/j.tetlet.2021.153055
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Synthetic efforts toward the bicyclo[3.2.1]octane fragment of rhodojaponin III

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Cited by 6 publications
(3 citation statements)
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“…Grayanoids are a large class of structurally and biologically interesting diterpenoids isolated from the Ericaceae plants . Synthetic chemist have been attracted by their challenging and diverse architectures. The groups of Matsumoto, Shirahama, Newhouse, Ding, Luo, Jia, and ours have accomplished the syntheses of 16 grayanoids. Among the grayanoids, a number of members feature an intriguing oxa -bicyclo­[3.2.1] core, such as mollanol A, grayanotoxin XV, rhodomollins A and B, and pieristoxin L (Figure ), that attracted our attention.…”
Section: Introductionmentioning
confidence: 99%
“…Grayanoids are a large class of structurally and biologically interesting diterpenoids isolated from the Ericaceae plants . Synthetic chemist have been attracted by their challenging and diverse architectures. The groups of Matsumoto, Shirahama, Newhouse, Ding, Luo, Jia, and ours have accomplished the syntheses of 16 grayanoids. Among the grayanoids, a number of members feature an intriguing oxa -bicyclo­[3.2.1] core, such as mollanol A, grayanotoxin XV, rhodomollins A and B, and pieristoxin L (Figure ), that attracted our attention.…”
Section: Introductionmentioning
confidence: 99%
“…However, the chemical transformation and structure-activity relationship of lauryl alcohol needs further study. The main active constituents of the insecticide obtained from Rhododendron molle is tetracyclic diterpenes with rhodojaponin-III one of the more active components [114,115] . A pot experiment testing the efficacy of rhodojaponin-III against Spodoptera litura larvae showed that after treatment with a concentration of 500 g• mL −1 rhodojaponin-III, the population reduction rate of S. litura was 53.2%, 64.1%, and 79.7% at 1, 3 and 7 days after treatment, respectively.…”
Section: Terpenoidsmentioning
confidence: 99%
“…The missing transformations include the removal of the ketone on the C ring, epoxide reductive opening, formation of the B ring exo-olefin, and glycosylation. In 2021, Hong et al presented a synthetic effort focused on the synthesis of rhodojaponin III B-C rings [40]. The authors employed a Mn(III)-mediated intramolecular radical cyclization of an alkynyl ketone as the key step.…”
Section: Other Synthetic Effortsmentioning
confidence: 99%