ArticleAngewandte Chemie (International ed. in English)2019
Computational and Synthetic Investigation of Cationic Rearrangement in the Putative Biosynthesis of Justicane Triterpenoids.
Article in Angewandte Chemie (International ed. in English), 2019. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 6 papers.
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Who cites it
6 citing papers in PubMed.
- Article
- Dehydrogenative Pd and Ni Catalysis for Total Synthesis.Accounts of chemical research · 2021Review
- An invocation for computational evaluation of isomerization transforms: cationic skeletal reorganizations as a case study.Natural product reports · 2021Review
- Towards Knowledge Maintenance in Scientific Digital Libraries with the Keystone Framework.Proceedings of the ... ACM/IEEE Joint Conference on Digital Libraries. ACM/IEEE Joint Conference on Digital Libraries · 2020Article
- Characterization of Leptazolines A-D, Polar Oxazolines from the CyanobacteriumOrganic letters · 2019Article
- Convergent Total Synthesis of Principinol D, a Rearranged Kaurane Diterpenoid.Journal of the American Chemical Society · 2019Article
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Abstract
A biomimetic cationic structural rearrangement of the oleanolic acid framework is reported for the gram-scale synthesis and structural reassignment of justicioside E aglycone. The mechanism of the putative biosynthetic rearrangement is investigated with kinetic, computational, and synthetic approaches. The precursor to rearrangement was accessed through two strategic advancements: (1) synthesis of a 1,3-diketone via oxidation of a β-silyl enone, and (2) diastereoselective 1,3-diketone reduction to form a syn-1,3-diol using SmI
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