Lipase-catalyzed selective benzoylation of 1,2-diols with vinyl benzoate in organic solvents
Lipases from Mucor miehei (MML) and Candida antarctica (CAL) are able to catalyze the benzoylation of the primary hydroxy group of 1.2-diols with vinyl benzoate in organic solvents. We have studied the MML-catalyzed benzoylation that proceeds with high regioselectivity and moderate enantioselectivit...
| Published in: | Tetrahedron: Asymmetry |
|---|---|
| Main Authors: | , , , |
| Format: | Article in Journal/Newspaper |
| Language: | English |
| Published: |
Elsevier
2003
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| Subjects: | |
| Online Access: | http://hdl.handle.net/2434/22384 https://doi.org/10.1016/j.tetasy.2003.07.003 |
| _version_ | 1821730094784184320 |
|---|---|
| author | P. Ciuffreda L. Alessandrini G. Terraneo E. Santaniello |
| author2 | P. Ciuffreda L. Alessandrini G. Terraneo E. Santaniello |
| author_facet | P. Ciuffreda L. Alessandrini G. Terraneo E. Santaniello |
| author_sort | P. Ciuffreda |
| collection | The University of Milan: Archivio Istituzionale della Ricerca (AIR) |
| container_issue | 20 |
| container_start_page | 3197 |
| container_title | Tetrahedron: Asymmetry |
| container_volume | 14 |
| description | Lipases from Mucor miehei (MML) and Candida antarctica (CAL) are able to catalyze the benzoylation of the primary hydroxy group of 1.2-diols with vinyl benzoate in organic solvents. We have studied the MML-catalyzed benzoylation that proceeds with high regioselectivity and moderate enantioselectivity, whereas in the dibenzoylation reaction activity of MML and stereoselectivity of the enzymatic process is strongly influenced by steric factors. |
| format | Article in Journal/Newspaper |
| genre | Antarc* Antarctica |
| genre_facet | Antarc* Antarctica |
| id | ftunivmilanoair:oai:air.unimi.it:2434/22384 |
| institution | Open Polar |
| language | English |
| op_collection_id | ftunivmilanoair |
| op_container_end_page | 3201 |
| op_doi | https://doi.org/10.1016/j.tetasy.2003.07.003 |
| op_relation | info:eu-repo/semantics/altIdentifier/wos/WOS:000186083500017 volume:14 issue:20 firstpage:3197 lastpage:3201 journal:TETRAHEDRON-ASYMMETRY http://hdl.handle.net/2434/22384 doi:10.1016/j.tetasy.2003.07.003 info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-0842297075 |
| publishDate | 2003 |
| publisher | Elsevier |
| record_format | openpolar |
| spelling | ftunivmilanoair:oai:air.unimi.it:2434/22384 2025-01-16T19:17:52+00:00 Lipase-catalyzed selective benzoylation of 1,2-diols with vinyl benzoate in organic solvents P. Ciuffreda L. Alessandrini G. Terraneo E. Santaniello P. Ciuffreda L. Alessandrini G. Terraneo E. Santaniello 2003 http://hdl.handle.net/2434/22384 https://doi.org/10.1016/j.tetasy.2003.07.003 eng eng Elsevier info:eu-repo/semantics/altIdentifier/wos/WOS:000186083500017 volume:14 issue:20 firstpage:3197 lastpage:3201 journal:TETRAHEDRON-ASYMMETRY http://hdl.handle.net/2434/22384 doi:10.1016/j.tetasy.2003.07.003 info:eu-repo/semantics/altIdentifier/scopus/2-s2.0-0842297075 KINETIC RESOLUTION ACYL TRANSFER ESTERS TRANSESTERIFICATION ALCOHOLS CONVENIENT REAGENTS ENZYMES Settore BIO/10 - Biochimica info:eu-repo/semantics/article 2003 ftunivmilanoair https://doi.org/10.1016/j.tetasy.2003.07.003 2024-01-23T23:16:48Z Lipases from Mucor miehei (MML) and Candida antarctica (CAL) are able to catalyze the benzoylation of the primary hydroxy group of 1.2-diols with vinyl benzoate in organic solvents. We have studied the MML-catalyzed benzoylation that proceeds with high regioselectivity and moderate enantioselectivity, whereas in the dibenzoylation reaction activity of MML and stereoselectivity of the enzymatic process is strongly influenced by steric factors. Article in Journal/Newspaper Antarc* Antarctica The University of Milan: Archivio Istituzionale della Ricerca (AIR) Tetrahedron: Asymmetry 14 20 3197 3201 |
| spellingShingle | KINETIC RESOLUTION ACYL TRANSFER ESTERS TRANSESTERIFICATION ALCOHOLS CONVENIENT REAGENTS ENZYMES Settore BIO/10 - Biochimica P. Ciuffreda L. Alessandrini G. Terraneo E. Santaniello Lipase-catalyzed selective benzoylation of 1,2-diols with vinyl benzoate in organic solvents |
| title | Lipase-catalyzed selective benzoylation of 1,2-diols with vinyl benzoate in organic solvents |
| title_full | Lipase-catalyzed selective benzoylation of 1,2-diols with vinyl benzoate in organic solvents |
| title_fullStr | Lipase-catalyzed selective benzoylation of 1,2-diols with vinyl benzoate in organic solvents |
| title_full_unstemmed | Lipase-catalyzed selective benzoylation of 1,2-diols with vinyl benzoate in organic solvents |
| title_short | Lipase-catalyzed selective benzoylation of 1,2-diols with vinyl benzoate in organic solvents |
| title_sort | lipase-catalyzed selective benzoylation of 1,2-diols with vinyl benzoate in organic solvents |
| topic | KINETIC RESOLUTION ACYL TRANSFER ESTERS TRANSESTERIFICATION ALCOHOLS CONVENIENT REAGENTS ENZYMES Settore BIO/10 - Biochimica |
| topic_facet | KINETIC RESOLUTION ACYL TRANSFER ESTERS TRANSESTERIFICATION ALCOHOLS CONVENIENT REAGENTS ENZYMES Settore BIO/10 - Biochimica |
| url | http://hdl.handle.net/2434/22384 https://doi.org/10.1016/j.tetasy.2003.07.003 |