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Organocatalytic Access to Tetrasubstituted Chiral Carbons Integrating Functional Groups
| Title: | Organocatalytic Access to Tetrasubstituted Chiral Carbons Integrating Functional Groups |
| Authors: | Asano, Keisuke Browse this author →KAKEN DB | | Matsubara, Seijiro Browse this author →KAKEN DB |
| Keywords: | Organocatalyst | | Tetrasubstituted chiral carbon | | Functional group | | Cycloetherification | | Cyanation |
| Issue Date: | 26-Sep-2022 |
| Publisher: | Wiley-Blackwell |
| Journal Title: | Chemical record |
| Volume: | 23 |
| Issue: | 7 |
| Start Page: | e202200200 |
| Publisher DOI: | 10.1002/tcr.202200200 |
| Abstract: | Three-dimensional organic structures containing sp(3) carbons bearing four non-hydrogen substituents can provide drug-like molecules. Although such complex structures are challenging targets in synthetic organic chemistry, efficient synthetic approaches will open a new chemical space for pharmaceutical candidates. This review provides an account of our recent achievements in developing organocatalytic approaches to attractive molecular platforms based on optically active sp(3) carbons integrating four different functional groups. These methodologies include asymmetric cycloetherification and cyanation of multifunctional ketones, both of which take advantage of the mild characteristics of organocatalytic activation. Enzyme-like but non-enzymatic organocatalytic systems can be used to precisely manufacture molecules containing complex chiral structures without substrate specificity problems. In addition, these catalytic systems control not only stereoselectivity but also site-selectivity and do not induce side reactions even from substrates with rich functionality. |
| Rights: | This is the peer reviewed version of the following article: Asano, K., Matsubara, S., Chem. Rec. 2023, 23, e202200200, which has been published in final form at https://doi.org/10.1002/tcr.202200200. This article may be used for non-commercial purposes in accordance with Wiley Terms and Conditions for Use of Self-Archived Versions. This article may not be enhanced, enriched or otherwise transformed into a derivative work, without express permission from Wiley or by statutory rights under applicable legislation. Copyright notices must not be removed, obscured or modified. The article must be linked to Wiley’s version of record on Wiley Online Library and any embedding, framing or otherwise making available the article or pages thereof by third parties from platforms, services and websites other than Wiley Online Library must be prohibited. |
| Type: | article (author version) |
| URI: | http://hdl.handle.net/2115/90432 |
| Appears in Collections: | 触媒科学研究所 (Institute for Catalysis) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)
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Submitter: 浅野 圭佑
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