|
Hokkaido University Collection of Scholarly and Academic Papers >
Graduate School of Science / Faculty of Science >
Peer-reviewed Journal Articles, etc >
Boron-Catalyzed alpha-Amination of Carboxylic Acids
| Title: | Boron-Catalyzed alpha-Amination of Carboxylic Acids |
| Authors: | Morisawa, Takuto Browse this author | | Sawamura, Masaya Browse this author →KAKEN DB | | Shimizu, Yohei Browse this author →KAKEN DB |
| Issue Date: | 20-Sep-2019 |
| Publisher: | American Chemical Society |
| Journal Title: | Organic letters |
| Volume: | 21 |
| Issue: | 18 |
| Start Page: | 7466 |
| End Page: | 7469 |
| Publisher DOI: | 10.1021/acs.orglett.9b02769 |
| Abstract: | A boron-catalyzed alpha-amination of simple carboxylic acids was developed. Catalytically generated boron enolates of carboxylic acids reacted with an electrophilic aminating reagent, diisopropylazodicarboxylate, to provide amino acid derivatives. The catalysis afforded not only alpha-monosubstituted glycine derivatives but also alpha,alpha-disubstituted derivatives. The resulting alpha-aminocarboxylic acid was easily converted to carboxylic acid derivatives. Extension to a catalytic asymmetric variant was possible by introducing a chiral ligand on the boron catalyst. |
| Rights: | This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic Letters, copyright c American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.9b02769. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/79227 |
| Appears in Collections: | 理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
|
Submitter: 澤村 正也
|
