ArticleAngewandte Chemie (International ed. in English)2022
Stereodivergent Attached-Ring Synthesis via Non-Covalent Interactions: A Short Formal Synthesis of Merrilactone A.
Article in Angewandte Chemie (International ed. in English), 2022. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 8 papers.
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Who cites it
8 citing papers in PubMed.
- Versatile Butenolide Syntheses via a Structure-Oriented C-H Activation Reaction.Journal of the American Chemical Society · 2025Article
- Total Synthesis of (-)-Illisimonin A Enabled by Pattern Recognition and Olefin Transposition.Journal of the American Chemical Society · 2025Article
- Recent advances in total synthesis of illisimonin A.Beilstein journal of organic chemistry · 2025Review
- The "cesium effect" magnified: exceptional chemoselectivity in cesium ion mediated nucleophilic reactions.Chemical science · 2024Article
- Mukaiyama aldol reaction: an effective asymmetric approach to access chiral natural products and their derivatives/analogues.RSC advances · 2023Review
- Structurally divergent enantioselective synthesis of benzofuran fused azocine derivatives and spiro-cyclopentanone benzofurans enabled by sequential catalysis.Chemical science · 2023Article
- Anion-accelerated asymmetric Nazarov cyclization: access to vicinal all-carbon quaternary stereocenters.Organic & biomolecular chemistry · 2023Article
- A convergent fragment coupling strategy to access quaternary stereogenic centers.Chemical science · 2023Article
Corrections and comments
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Authors and funding
7 authors.
Funding
Abstract
A strategy to control the diastereoselectivity of bond formation at a prochiral attached-ring bridgehead is reported. An unusual stereodivergent Michael reaction relies on basic vs. Lewis acidic conditions and non-covalent interactions to control re- vs. si- facial selectivity en route to fully substituted attached-rings. This divergency reflects differential engagement of one rotational isomer of the attached-ring system. The successful synthesis of an erythro subtarget diastereomer ultimately leads to a short formal synthesis of merrilactone A.
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Registered trials
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