Transformation of Linear Alkenyl <i>N</i>-Alkoxy Carbamates into Cyclic Bromo Carbonates
We present a protocol for the facile conversion of linear alkenyl <i>N</i>-alkoxy carbamates into cyclic bromo carbonates. The reaction is operationally simple, uses widely available, inexpensive reagents, and requires no rigorous exclusion of air or moisture. A range of functional group...
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MDPI AG
2025-06-01
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| Series: | Chemistry |
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| Online Access: | https://www.mdpi.com/2624-8549/7/3/99 |
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| author | Shyam Sathyamoorthi Steven P. Kelley |
| author_facet | Shyam Sathyamoorthi Steven P. Kelley |
| author_sort | Shyam Sathyamoorthi |
| collection | DOAJ |
| description | We present a protocol for the facile conversion of linear alkenyl <i>N</i>-alkoxy carbamates into cyclic bromo carbonates. The reaction is operationally simple, uses widely available, inexpensive reagents, and requires no rigorous exclusion of air or moisture. A range of functional groups is compatible, and the reaction diastereoselectivities vary from good to excellent. The reactions are scalable, and the resultant carbonates can be further transformed. |
| format | Article |
| id | doaj-art-b4fb3c9b8c8f4151bfa35687c2bca219 |
| institution | OA Journals |
| issn | 2624-8549 |
| language | English |
| publishDate | 2025-06-01 |
| publisher | MDPI AG |
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| series | Chemistry |
| spelling | doaj-art-b4fb3c9b8c8f4151bfa35687c2bca2192025-08-20T02:24:19ZengMDPI AGChemistry2624-85492025-06-01739910.3390/chemistry7030099Transformation of Linear Alkenyl <i>N</i>-Alkoxy Carbamates into Cyclic Bromo CarbonatesShyam Sathyamoorthi0Steven P. Kelley1Department of Medicinal Chemistry, University of Kansas, Lawrence, KS 66047, USADepartment of Chemistry, University of Missouri—Columbia, Columbia, MO 65211, USAWe present a protocol for the facile conversion of linear alkenyl <i>N</i>-alkoxy carbamates into cyclic bromo carbonates. The reaction is operationally simple, uses widely available, inexpensive reagents, and requires no rigorous exclusion of air or moisture. A range of functional groups is compatible, and the reaction diastereoselectivities vary from good to excellent. The reactions are scalable, and the resultant carbonates can be further transformed.https://www.mdpi.com/2624-8549/7/3/99heterocyclesalkenesbrominationcarbonatestethered functionalization |
| spellingShingle | Shyam Sathyamoorthi Steven P. Kelley Transformation of Linear Alkenyl <i>N</i>-Alkoxy Carbamates into Cyclic Bromo Carbonates Chemistry heterocycles alkenes bromination carbonates tethered functionalization |
| title | Transformation of Linear Alkenyl <i>N</i>-Alkoxy Carbamates into Cyclic Bromo Carbonates |
| title_full | Transformation of Linear Alkenyl <i>N</i>-Alkoxy Carbamates into Cyclic Bromo Carbonates |
| title_fullStr | Transformation of Linear Alkenyl <i>N</i>-Alkoxy Carbamates into Cyclic Bromo Carbonates |
| title_full_unstemmed | Transformation of Linear Alkenyl <i>N</i>-Alkoxy Carbamates into Cyclic Bromo Carbonates |
| title_short | Transformation of Linear Alkenyl <i>N</i>-Alkoxy Carbamates into Cyclic Bromo Carbonates |
| title_sort | transformation of linear alkenyl i n i alkoxy carbamates into cyclic bromo carbonates |
| topic | heterocycles alkenes bromination carbonates tethered functionalization |
| url | https://www.mdpi.com/2624-8549/7/3/99 |
| work_keys_str_mv | AT shyamsathyamoorthi transformationoflinearalkenylinialkoxycarbamatesintocyclicbromocarbonates AT stevenpkelley transformationoflinearalkenylinialkoxycarbamatesintocyclicbromocarbonates |