Stereoselective Transformations of α‐Trifluoromethylated Ketoximes to Optically Active Amines by Enzyme–Nanometal Cocatalysis: Synthesis of ( S)‐Inhibitor of Phenylethanolamine N‐Methyltransferase
Abstract One‐pot cascade synthesis of optically active α‐trifluoromethylated amines directly from ketoximes was accomplished with the use of Candida antarctica lipase B and catalysts prepared by atomic layer deposition (ALD). Compared to the commercial palladium catalyst, the ALD‐prepared catalysts...
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crwiley:10.1002/cctc.201402114 2024-06-23T07:46:12+00:00 Stereoselective Transformations of α‐Trifluoromethylated Ketoximes to Optically Active Amines by Enzyme–Nanometal Cocatalysis: Synthesis of ( S)‐Inhibitor of Phenylethanolamine N‐Methyltransferase Cheng, Guilin Wu, Qi Shang, Zeyu Liang, Xinhua Lin, Xianfu 2014 http://dx.doi.org/10.1002/cctc.201402114 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fcctc.201402114 https://onlinelibrary.wiley.com/doi/full/10.1002/cctc.201402114 en eng Wiley http://onlinelibrary.wiley.com/termsAndConditions#vor ChemCatChem volume 6, issue 7, page 2129-2133 ISSN 1867-3880 1867-3899 journal-article 2014 crwiley https://doi.org/10.1002/cctc.201402114 2024-06-13T04:24:03Z Abstract One‐pot cascade synthesis of optically active α‐trifluoromethylated amines directly from ketoximes was accomplished with the use of Candida antarctica lipase B and catalysts prepared by atomic layer deposition (ALD). Compared to the commercial palladium catalyst, the ALD‐prepared catalysts showed much higher activity and afforded various α‐trifluoromethylated amides in good yields and with high enantioselectivity. One of the enantiopure amides was further hydrolyzed into the corresponding amine, which was treated as a crucial starting material for total synthesis of ( S )‐inhibitor of phenylethanolamine N‐methyltransferase without loss of chiral information. Article in Journal/Newspaper Antarc* Antarctica Wiley Online Library ChemCatChem 6 7 2129 2133 |
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Wiley Online Library |
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English |
description |
Abstract One‐pot cascade synthesis of optically active α‐trifluoromethylated amines directly from ketoximes was accomplished with the use of Candida antarctica lipase B and catalysts prepared by atomic layer deposition (ALD). Compared to the commercial palladium catalyst, the ALD‐prepared catalysts showed much higher activity and afforded various α‐trifluoromethylated amides in good yields and with high enantioselectivity. One of the enantiopure amides was further hydrolyzed into the corresponding amine, which was treated as a crucial starting material for total synthesis of ( S )‐inhibitor of phenylethanolamine N‐methyltransferase without loss of chiral information. |
format |
Article in Journal/Newspaper |
author |
Cheng, Guilin Wu, Qi Shang, Zeyu Liang, Xinhua Lin, Xianfu |
spellingShingle |
Cheng, Guilin Wu, Qi Shang, Zeyu Liang, Xinhua Lin, Xianfu Stereoselective Transformations of α‐Trifluoromethylated Ketoximes to Optically Active Amines by Enzyme–Nanometal Cocatalysis: Synthesis of ( S)‐Inhibitor of Phenylethanolamine N‐Methyltransferase |
author_facet |
Cheng, Guilin Wu, Qi Shang, Zeyu Liang, Xinhua Lin, Xianfu |
author_sort |
Cheng, Guilin |
title |
Stereoselective Transformations of α‐Trifluoromethylated Ketoximes to Optically Active Amines by Enzyme–Nanometal Cocatalysis: Synthesis of ( S)‐Inhibitor of Phenylethanolamine N‐Methyltransferase |
title_short |
Stereoselective Transformations of α‐Trifluoromethylated Ketoximes to Optically Active Amines by Enzyme–Nanometal Cocatalysis: Synthesis of ( S)‐Inhibitor of Phenylethanolamine N‐Methyltransferase |
title_full |
Stereoselective Transformations of α‐Trifluoromethylated Ketoximes to Optically Active Amines by Enzyme–Nanometal Cocatalysis: Synthesis of ( S)‐Inhibitor of Phenylethanolamine N‐Methyltransferase |
title_fullStr |
Stereoselective Transformations of α‐Trifluoromethylated Ketoximes to Optically Active Amines by Enzyme–Nanometal Cocatalysis: Synthesis of ( S)‐Inhibitor of Phenylethanolamine N‐Methyltransferase |
title_full_unstemmed |
Stereoselective Transformations of α‐Trifluoromethylated Ketoximes to Optically Active Amines by Enzyme–Nanometal Cocatalysis: Synthesis of ( S)‐Inhibitor of Phenylethanolamine N‐Methyltransferase |
title_sort |
stereoselective transformations of α‐trifluoromethylated ketoximes to optically active amines by enzyme–nanometal cocatalysis: synthesis of ( s)‐inhibitor of phenylethanolamine n‐methyltransferase |
publisher |
Wiley |
publishDate |
2014 |
url |
http://dx.doi.org/10.1002/cctc.201402114 https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fcctc.201402114 https://onlinelibrary.wiley.com/doi/full/10.1002/cctc.201402114 |
genre |
Antarc* Antarctica |
genre_facet |
Antarc* Antarctica |
op_source |
ChemCatChem volume 6, issue 7, page 2129-2133 ISSN 1867-3880 1867-3899 |
op_rights |
http://onlinelibrary.wiley.com/termsAndConditions#vor |
op_doi |
https://doi.org/10.1002/cctc.201402114 |
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ChemCatChem |
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6 |
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2129 |
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2133 |
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1802644549923766272 |