Decarboxylative coupling of ketoacids with allylic acetates
We developed a novel, metal-free catalytic system for synthesizing a broad range of itaconates using α-ketoacids and allylic acetate. This method, leveraging phosphine and Mes-Acr+(BF4-) catalysts, has proven versatile, enabling the efficient itaconation of peptides, the synthesis of bioactive itaco...
Saved in:
| Main Authors: | , , , , , |
|---|---|
| Other Authors: | |
| Format: | Article |
| Language: | English |
| Published: |
2025
|
| Subjects: | |
| Online Access: | https://hdl.handle.net/10356/182587 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| Institution: | Nanyang Technological University |
| Language: | English |
| id |
sg-ntu-dr.10356-182587 |
|---|---|
| record_format |
dspace |
| spelling |
sg-ntu-dr.10356-1825872025-02-11T00:50:00Z Decarboxylative coupling of ketoacids with allylic acetates Zhang, Xiaoyu Hou, Fanyi Zhang, Yinlei Li, Bowen Xie, Peizhong Loh, Teck-Peng School of Physical and Mathematical Sciences Chemistry Acetic acid derivative Itaconic acid We developed a novel, metal-free catalytic system for synthesizing a broad range of itaconates using α-ketoacids and allylic acetate. This method, leveraging phosphine and Mes-Acr+(BF4-) catalysts, has proven versatile, enabling the efficient itaconation of peptides, the synthesis of bioactive itaconates, and the preparation of an itaconate-based bio-orthogonal probe. Agency for Science, Technology and Research (A*STAR) Nanyang Technological University We gratefully acknowledge financial support from the National Natural Science Foundation of China (21702108), the Natural Science Foundation of Jiangsu Province, China (BK20211257), and the Six Talent Peaks Project in Jiangsu Province (YY-033), as well as financial support from the Distinguished University Professor grant (Nanyang Technological University) and the Agency for Science, Technology, and Research (A*STAR) under its MTC Individual Research Grant (M21K2c0114) and RIE2025 MTC Programmatic Fund (M22K9b0049) for T.-P.L. 2025-02-11T00:49:59Z 2025-02-11T00:49:59Z 2024 Journal Article Zhang, X., Hou, F., Zhang, Y., Li, B., Xie, P. & Loh, T. (2024). Decarboxylative coupling of ketoacids with allylic acetates. Organic Letters, 26(50), 10696-10701. https://dx.doi.org/10.1021/acs.orglett.4c03514 1523-7060 https://hdl.handle.net/10356/182587 10.1021/acs.orglett.4c03514 39652389 2-s2.0-85211454840 50 26 10696 10701 en M21K2c0114 M22K9b0049 Organic Letters © 2024 American Chemical Society. All rights reserved. |
| institution |
Nanyang Technological University |
| building |
NTU Library |
| continent |
Asia |
| country |
Singapore Singapore |
| content_provider |
NTU Library |
| collection |
DR-NTU |
| language |
English |
| topic |
Chemistry Acetic acid derivative Itaconic acid |
| spellingShingle |
Chemistry Acetic acid derivative Itaconic acid Zhang, Xiaoyu Hou, Fanyi Zhang, Yinlei Li, Bowen Xie, Peizhong Loh, Teck-Peng Decarboxylative coupling of ketoacids with allylic acetates |
| description |
We developed a novel, metal-free catalytic system for synthesizing a broad range of itaconates using α-ketoacids and allylic acetate. This method, leveraging phosphine and Mes-Acr+(BF4-) catalysts, has proven versatile, enabling the efficient itaconation of peptides, the synthesis of bioactive itaconates, and the preparation of an itaconate-based bio-orthogonal probe. |
| author2 |
School of Physical and Mathematical Sciences |
| author_facet |
School of Physical and Mathematical Sciences Zhang, Xiaoyu Hou, Fanyi Zhang, Yinlei Li, Bowen Xie, Peizhong Loh, Teck-Peng |
| format |
Article |
| author |
Zhang, Xiaoyu Hou, Fanyi Zhang, Yinlei Li, Bowen Xie, Peizhong Loh, Teck-Peng |
| author_sort |
Zhang, Xiaoyu |
| title |
Decarboxylative coupling of ketoacids with allylic acetates |
| title_short |
Decarboxylative coupling of ketoacids with allylic acetates |
| title_full |
Decarboxylative coupling of ketoacids with allylic acetates |
| title_fullStr |
Decarboxylative coupling of ketoacids with allylic acetates |
| title_full_unstemmed |
Decarboxylative coupling of ketoacids with allylic acetates |
| title_sort |
decarboxylative coupling of ketoacids with allylic acetates |
| publishDate |
2025 |
| url |
https://hdl.handle.net/10356/182587 |
| _version_ |
1823807405247430656 |