ArticleJournal of the American Chemical Society2022
Organocatalytic Asymmetric Synthesis of Si-Stereogenic Silyl Ethers.
Article in Journal of the American Chemical Society, 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.
- Copper-catalyzed intermolecular Regio- and Enantioselective Hydrosilylation of Alkenes with Prochiral Silanes.Nature communications · 2025Article
- Organocatalytic asymmetric synthesis of Si-stereogenic silacycles.Nature communications · 2024Article
- Recent advances in catalytic asymmetric synthesis.Frontiers in chemistry · 2024Review
- Stereospecific synthesis of silicon-stereogenic optically active silylboranes and general synthesis of chiral silyl Anions.Nature communications · 2023Article
- Enantioconvergent construction of stereogenic silicon via Lewis base-catalyzed dynamic kinetic silyletherification of racemic chlorosilanes.Nature communications · 2023Article
- Organocatalytic DYKAT ofJournal of the American Chemical Society · 2023Article
- An unusual autocatalysis with an air-stable Pd complex to promote enantioselective synthesis of Si-stereogenic enynes.Chemical science · 2023Article
- A Silicon-Stereogenic Silanol -Chemistry (Weinheim an der Bergstrasse, Germany) · 2023Article
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9 authors.
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Abstract
Functionalized enantiopure organosilanes are important building blocks with applications in various fields of chemistry; nevertheless, asymmetric synthetic methods for their preparation are rare. Here we report the first organocatalytic enantioselective synthesis of tertiary silyl ethers possessing "central chirality" on silicon. The reaction proceeds via a desymmetrizing carbon-carbon bond forming silicon-hydrogen exchange reaction of symmetrical bis(methallyl)silanes with phenols using newly developed imidodiphosphorimidate (IDPi) catalysts. A variety of enantiopure silyl ethers was obtained in high yields with good chemo- and enantioselectivities and could be readily derivatized to several useful chiral silicon compounds, leveraging the olefin functionality and the leaving group nature of the phenoxy substituent.
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