ArticleAngewandte Chemie (International ed. in English)2020
Lessons in Strain and Stability: Enantioselective Synthesis of (+)-[5]-Ladderanoic Acid.
Article in Angewandte Chemie (International ed. in English), 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 14 papers.
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Who cites it
14 citing papers in PubMed.
- Fast and Accurate Ring Strain Energy Predictions with Machine Learning and Application in Strain-Promoted Reactions.JACS Au · 2025Article
- Pathway-divergent coupling of alkynes and cyclobutenes through enantioselective cobalt catalysis.Nature communications · 2025Article
- Template-Directed Selective Photodimerization Reactions of 5-Arylpenta-2,4-dienoic Acids.The Journal of organic chemistry · 2024Article
- Photochemical α-selective radical ring-opening reactions of 1,3-disubstituted acyl bicyclobutanes with alkyl halides: modular access to functionalized cyclobutenes.Chemical science · 2023Article
- Lewis Acid-Promoted [2 + 2] Cycloadditions of Allenes and Ketenes: Versatile Methods for Natural Product Synthesis.Accounts of chemical research · 2023Article
- Synthesis of 3-borylated cyclobutanols from epihalohydrins or epoxy alcohol derivatives.Chemical science · 2023Article
- Arylboration of Enecarbamates for the Synthesis of Borylated Saturated N-Heterocycles.Angewandte Chemie (International ed. in English) · 2022Article
- Boronic Ester Enabled [2 + 2]-Cycloadditions by Temporary Coordination: Synthesis of Artochamin J and Piperarborenine B.Journal of the American Chemical Society · 2022Article
- [2]-Ladderanes as isosteres for meta-substituted aromatic rings and rigidified cyclohexanes.Nature communications · 2022Article
- Photosensitized [2+2]-Cycloadditions of Alkenylboronates and Alkenes.Angewandte Chemie (International ed. in English) · 2022Article
- Dimerizing cascades of enallenamides reveal the visible-light-promoted activation of cumulated C-C double bonds.Chemical science · 2022Article
- Construction of Complex Cyclobutane Building Blocks by Photosensitized [2 + 2] Cycloaddition of Vinyl Boronate Esters.Organic letters · 2021Article
- Ladderane Natural Products: From the Ground Up.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Review
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4 authors.
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Abstract
The synthesis of structurally complex and highly strained natural products provides unique challenges and unexpected opportunities for the development of new reactions and strategies. Herein, the synthesis of (+)-[5]-ladderanoic acid is reported. En route to the target, unusual and unexpected strain release driven transformations were uncovered. This occurrence required a drastic revision of the synthetic design that ultimately led to the development of a novel stepwise cyclobutane assembly by an allylboration/Zweifel olefination sequence.
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