Recent Progress toward the Construction of Axially Chiral Molecules Catalyzed by an N‑heterocyclic Carbene
Axial chirality widely exists in natural products, pharmaceutical compounds, and other functional molecules; these axially chiral compounds also find wide utility as catalysts or ligands in organic synthetic chemistry. Nevertheless, whereas significant progress has been made toward the synthesis of...
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| Published in | ACS catalysis Vol. 11; no. 20; pp. 12520 - 12531 |
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| Main Authors | , , |
| Format | Journal Article |
| Language | English |
| Published |
American Chemical Society
15.10.2021
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| Subjects | |
| Online Access | Get full text |
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| Abstract | Axial chirality widely exists in natural products, pharmaceutical compounds, and other functional molecules; these axially chiral compounds also find wide utility as catalysts or ligands in organic synthetic chemistry. Nevertheless, whereas significant progress has been made toward the synthesis of enantioenriched axially chiral molecules over the past two decades, the strategies involving organocatalysis have only started to emerge recently. N-heterocyclic carbene (NHC) organocatalysts have been recognized to be powerful tools for the rapid construction of complex molecular architectures. However, previous works have mainly focused on the assembly of point chirality and only recently has it been realized that the asymmetric synthesis of axial chirality could be achieved by using NHCs as organocatalysts. This Perspective highlights the developments and advances in the synthesis of axially chiral scaffolds catalyzed by NHCs. The aim of this Perspective is to provide an overview of this area and serve as a stepping stone for future investigations. |
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| AbstractList | Axial chirality widely exists in natural products, pharmaceutical compounds, and other functional molecules; these axially chiral compounds also find wide utility as catalysts or ligands in organic synthetic chemistry. Nevertheless, whereas significant progress has been made toward the synthesis of enantioenriched axially chiral molecules over the past two decades, the strategies involving organocatalysis have only started to emerge recently. N-heterocyclic carbene (NHC) organocatalysts have been recognized to be powerful tools for the rapid construction of complex molecular architectures. However, previous works have mainly focused on the assembly of point chirality and only recently has it been realized that the asymmetric synthesis of axial chirality could be achieved by using NHCs as organocatalysts. This Perspective highlights the developments and advances in the synthesis of axially chiral scaffolds catalyzed by NHCs. The aim of this Perspective is to provide an overview of this area and serve as a stepping stone for future investigations. |
| Author | Wang, Jiaming Wang, Jian Zhao, Changgui |
| AuthorAffiliation | Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry School of Pharmaceutical Sciences, Key Laboratory of Bioorganic Phosphorous Chemistry & Chemical Biology (Ministry of Education) |
| AuthorAffiliation_xml | – name: Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry – name: School of Pharmaceutical Sciences, Key Laboratory of Bioorganic Phosphorous Chemistry & Chemical Biology (Ministry of Education) |
| Author_xml | – sequence: 1 givenname: Jiaming surname: Wang fullname: Wang, Jiaming organization: Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry – sequence: 2 givenname: Changgui orcidid: 0000-0003-1920-0443 surname: Zhao fullname: Zhao, Changgui email: cgzhao@bnu.edu.cn organization: Key Laboratory of Radiopharmaceuticals, Ministry of Education, College of Chemistry – sequence: 3 givenname: Jian orcidid: 0000-0002-3298-6367 surname: Wang fullname: Wang, Jian email: wangjian2012@tsinghua.edu.cn organization: School of Pharmaceutical Sciences, Key Laboratory of Bioorganic Phosphorous Chemistry & Chemical Biology (Ministry of Education) |
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| Keywords | N-heterocyclic carbene axial chirality organocatalysis asymmetric synthesis atroposelective annulation |
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| Title | Recent Progress toward the Construction of Axially Chiral Molecules Catalyzed by an N‑heterocyclic Carbene |
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