Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride
4-Aryl-4-oxoesters undergo facile reduction of both the keto and the ester groups with methanolic NaBH4 at room temperature to yield the corresponding 1-aryl-1,4-butanediols whereas 4-alkyl-4-oxoesters furnish the corresponding 1,4-butanolides via selective reduction of the keto moiety. Results of a...
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| Format: | Article |
| Language: | English |
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Beilstein-Institut
2010-09-01
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| Series: | Beilstein Journal of Organic Chemistry |
| Subjects: | |
| Online Access: | https://doi.org/10.3762/bjoc.6.94 |
| _version_ | 1818932803956375552 |
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| author | Subrata Kumar Chaudhuri Manabendra Saha Amit Saha Sanjay Bhar |
| author_facet | Subrata Kumar Chaudhuri Manabendra Saha Amit Saha Sanjay Bhar |
| author_sort | Subrata Kumar Chaudhuri |
| collection | DOAJ |
| description | 4-Aryl-4-oxoesters undergo facile reduction of both the keto and the ester groups with methanolic NaBH4 at room temperature to yield the corresponding 1-aryl-1,4-butanediols whereas 4-alkyl-4-oxoesters furnish the corresponding 1,4-butanolides via selective reduction of the keto moiety. Results of a detailed and systematic investigation of the reaction are described. |
| first_indexed | 2024-12-20T04:38:18Z |
| format | Article |
| id | doaj.art-1a7a5fdde0844c1c9a0ab6e6273d58c2 |
| institution | Directory Open Access Journal |
| issn | 1860-5397 |
| language | English |
| last_indexed | 2024-12-20T04:38:18Z |
| publishDate | 2010-09-01 |
| publisher | Beilstein-Institut |
| record_format | Article |
| series | Beilstein Journal of Organic Chemistry |
| spelling | doaj.art-1a7a5fdde0844c1c9a0ab6e6273d58c22022-12-21T19:53:12ZengBeilstein-InstitutBeilstein Journal of Organic Chemistry1860-53972010-09-016174875510.3762/bjoc.6.941860-5397-6-94Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydrideSubrata Kumar Chaudhuri0Manabendra Saha1Amit Saha2Sanjay Bhar3Khorop High School, Howrah, West Bengal, IndiaDepartment of Chemistry, Surendranath College (Evening), Kolkata 700 009, IndiaDepartment of Chemistry, Organic Chemistry Section, Jadavpur University, Kolkata 700 032, India, Fax: +91-033-24146223Department of Chemistry, Organic Chemistry Section, Jadavpur University, Kolkata 700 032, India, Fax: +91-033-241462234-Aryl-4-oxoesters undergo facile reduction of both the keto and the ester groups with methanolic NaBH4 at room temperature to yield the corresponding 1-aryl-1,4-butanediols whereas 4-alkyl-4-oxoesters furnish the corresponding 1,4-butanolides via selective reduction of the keto moiety. Results of a detailed and systematic investigation of the reaction are described.https://doi.org/10.3762/bjoc.6.94diolsesterslactonesreduction |
| spellingShingle | Subrata Kumar Chaudhuri Manabendra Saha Amit Saha Sanjay Bhar Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride Beilstein Journal of Organic Chemistry diols esters lactones reduction |
| title | Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride |
| title_full | Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride |
| title_fullStr | Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride |
| title_full_unstemmed | Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride |
| title_short | Systematic investigations on the reduction of 4-aryl-4-oxoesters to 1-aryl-1,4-butanediols with methanolic sodium borohydride |
| title_sort | systematic investigations on the reduction of 4 aryl 4 oxoesters to 1 aryl 1 4 butanediols with methanolic sodium borohydride |
| topic | diols esters lactones reduction |
| url | https://doi.org/10.3762/bjoc.6.94 |
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