ArticleNature communications2015
Parts-per-million level loading organocatalysed enantioselective silylation of alcohols.
Article in Nature communications, 2015. 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.
- Enantioconvergent nucleophilic substitution via synergistic phase-transfer catalysis.Nature catalysis · 2025Article
- Kinetic Resolution of BINOLs and Biphenols by Atroposelective, Cu-H-Catalyzed Si-O Coupling with Hydrosilanes.Organic letters · 2024Article
- The role of silicon in drug discovery: a review.RSC medicinal chemistry · 2024Review
- Immersion-Driven Structural Evolution of NiFeS Nanosheets for Efficient Water Splitting.Nanomaterials (Basel, Switzerland) · 2023Article
- Primary amines as heterogeneous catalysts in an enantioselective [2,3]-Wittig rearrangement reaction.iScience · 2023Article
- Hydrogen Bonding Phase-Transfer Catalysis with Alkali Metal Fluorides and Beyond.Journal of the American Chemical Society · 2022Article
- Size-Induced Inversion of Selectivity in the Acylation of 1,2-Diols.Chemistry (Weinheim an der Bergstrasse, Germany) · 2021Article
- Dynamic Kinetic Resolution of Alcohols by Enantioselective Silylation Enabled by Two Orthogonal Transition-Metal Catalysts.Angewandte Chemie (International ed. in English) · 2021Article
- The Silicon-Hydrogen Exchange Reaction: A Catalytic σ-Bond Metathesis Approach to the Enantioselective Synthesis of Enol Silanes.Journal of the American Chemical Society · 2020Article
- Size-dependent rate acceleration in the silylation of secondary alcohols: the bigger the faster.Chemical science · 2018Article
- Approaching sub-ppm-level asymmetric organocatalysis of a highly challenging and scalable carbon-carbon bond forming reaction.Nature chemistry · 2018Article
- Broad-spectrum kinetic resolution of alcohols enabled by Cu-H-catalysed dehydrogenative coupling with hydrosilanes.Nature communications · 2017Article
- Biomimetic catalytic transformation of toxic α-oxoaldehydes to high-value chiral α-hydroxythioesters using artificial glyoxalase I.Nature communications · 2017Article
- Metal-Templated Design: Enantioselective Hydrogen-Bond-Driven Catalysis Requiring Only Parts-per-Million Catalyst Loading.Journal of the American Chemical Society · 2016Article
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Authors and funding
3 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
The field of organocatalysis has blossomed over the past few decades, becoming an alternative to transition-metal catalysis or even replacing the realm of transition-metal catalysis. However, a truly powerful organocatalyst with a high turnover number (TON) and turnover frequency (TOF) while retaining high enantioselectivity is yet to be discovered. Similar to metal catalysis, extremely low catalyst loading (p.p.m. or p.p.b. levels) is the ultimate goal of the organocatalysis community. Herein we report a remarkable contribution in this context: 1 p.p.m. loading of a simple 1,1'-bi-2-naphthol-based organocatalyst was enough to achieve highly enantioselective silylation reactions of alcohols. The unprecedented TONs and excellent enantioselectivity are ascribed to the robustness of the catalyst and systematic cooperative hydrogen-bonding organocatalysis in a densely confined chiral space.
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