Enantioselective Synthesis of Axially Chiral Silacyclohexylidene Oxime Ethers by Chiral Phosphoric Acid Catalysis

Abstract The first asymmetric condensation of prochiral silacyclohexanones with hydroxylamines by chiral phosphoric acid catalysis has been developed, which provides a facile and straightforward protocol for the enantioselective construction of valuable axially chiral silacyclohexylidene oxime ethers that are otherwise inaccessible. Notably, this constitutes a rare example for accessing silacycles featuring axial chirality.

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Publication Details

Journal
Synthesis
Published
2024-10-17
DOI
https://doi.org/10.1055/a-2443-5162
Citations
2
Primary Topic
Axial and Atropisomeric Chirality Synthesis
Type
article
Field-Weighted Citation Impact
0.50

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article

Enantioselective Synthesis of Axially Chiral Silacyclohexylidene Oxime Ethers by Chiral Phosphoric Acid Catalysis

Xingang Xie, Jin‐Sheng Yu, Guang‐Ying Chen, Zhongwei Wu et al.
2 citations
Synthesis
Axial and Atropisomeric Chirality Synthesis
0.50
article

Enantioselective Synthesis of Axially Chiral Silacyclohexylidene Oxime Ethers by Chiral Phosphoric Acid Catalysis

Xingang Xie, Jin‐Sheng Yu, Guang‐Ying Chen, Zhongwei Wu, Xiyu Wang, Yang Bai
article en
2 citations

Abstract

Abstract The first asymmetric condensation of prochiral silacyclohexanones with hydroxylamines by chiral phosphoric acid catalysis has been developed, which provides a facile and straightforward protocol for the enantioselective construction of valuable axially chiral silacyclohexylidene oxime ethers that are otherwise inaccessible. Notably, this constitutes a rare example for accessing silacycles featuring axial chirality.

SynthesisVol. 56(24)
Hainan Normal University (CN), East China Normal University (CN)
National Natural Science Foundation of China, Shanghai Municipal Education Commission, Natural Science Foundation of Liaoning Province, Shanghai Municipal Commission of Agriculture and Rural Affairs, Fundamental Research Funds for the Central Universities
Openalex Percentile: Top 38%
Axial and Atropisomeric Chirality Synthesis
0.50
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