TEMPO-Catalyzed Oxidation of 3‑O‑Benzylated/Silylated Glycals to the Corresponding Enones Using a PIFA–Water Reagent System
A simple, highly efficient and regiospecific method for the direct conversion of 3-O-benzylated as well as silylated glycals into the corresponding enones has been developed using PIFA–TEMPO and water reagent system. The reaction is scalable on a gram scale under mild conditions with a yield up to 8...
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| Published in | Journal of organic chemistry Vol. 83; no. 17; pp. 10535 - 10540 |
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| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
07.09.2018
Amer Chemical Soc |
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| Abstract | A simple, highly efficient and regiospecific method for the direct conversion of 3-O-benzylated as well as silylated glycals into the corresponding enones has been developed using PIFA–TEMPO and water reagent system. The reaction is scalable on a gram scale under mild conditions with a yield up to 86%. |
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| AbstractList | A simple, highly efficient and regiospecific method for the direct conversion of 3-O-benzylated as well as silylated glycals into the corresponding enones has been developed using PIFA–TEMPO and water reagent system. The reaction is scalable on a gram scale under mild conditions with a yield up to 86%. |
| Author | Chennaiah, Ande Verma, Ashish Kumar Vankar, Yashwant D |
| AuthorAffiliation | Department of Chemistry |
| AuthorAffiliation_xml | – name: Department of Chemistry |
| Author_xml | – sequence: 1 givenname: Ande surname: Chennaiah fullname: Chennaiah, Ande – sequence: 2 givenname: Ashish Kumar surname: Verma fullname: Verma, Ashish Kumar – sequence: 3 givenname: Yashwant D orcidid: 0000-0003-1987-8473 surname: Vankar fullname: Vankar, Yashwant D email: vankar@iitk.ac.in |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/30124295$$D View this record in MEDLINE/PubMed |
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| Keywords | OLIGOSACCHARIDES TRIISOPROPYLSILYL ENOL ETHERS ANALOGS N-GLYCOPEPTIDES CHEMISTRY SUGARS TRIMETHYLSILYL AZIDE CONJUGATE ADDITIONS HYPERVALENT IODINE REAGENTS |
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| Snippet | A simple, highly efficient and regiospecific method for the direct conversion of 3-O-benzylated as well as silylated glycals into the corresponding enones has... A simple, highly efficient and regiospecific method for the direct conversion of 3- O-benzylated as well as silylated glycals into the corresponding enones has... |
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| SubjectTerms | Chemistry Chemistry, Organic Physical Sciences Science & Technology |
| Title | TEMPO-Catalyzed Oxidation of 3‑O‑Benzylated/Silylated Glycals to the Corresponding Enones Using a PIFA–Water Reagent System |
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