Warning: Undefined array key "mm" in /www/wwwroot/www.ai-bt.com/si.php on line 10 Deprecated: trim(): Passing null to parameter #1 ($string) of type string is deprecated in /www/wwwroot/www.ai-bt.com/si.php on line 10 Ring-closing metathesis/isomerization/Pictet-Spengler cascade via ruthenium/chiral phosphoric acid sequential catalysis.

Literature DB >> 22988945

Ring-closing metathesis/isomerization/Pictet-Spengler cascade via ruthenium/chiral phosphoric acid sequential catalysis.

Quan Cai¹, Xiao-Wei Liang, Shou-Guo Wang, Jun-Wei Zhang, Xiao Zhang, Shu-Li You.

Abstract

Chiral phosphoric acid worked together with Hoveyda-Grubbs II catalyst enabling highly efficient synthesis of enantioenriched tetrahydro-β-carbolines (up to 98% yield, 99% ee) through a ring-closing metathesis/isomerization/Pictet-Spengler cascade reaction via sequential catalysis.

Entities: Chemical Disease

Mesh：

Substances：

Year: 2012 PMID： 22988945 DOI： 10.1021/ol302215u

Source DB: PubMed Journal: Org Lett ISSN： 1523-7052 Impact factor: 6.005

Keyword Cloud
Cited

10 in total

1. Palladium-catalyzed regio- and stereoselective γ-arylation of tertiary allylic amines: identification of potent adenylyl cyclase inhibitors.

Authors: Zhishi Ye; Tarsis F Brust; Val J Watts; Mingji Dai
Journal: Org Lett Date: 2015-02-10 Impact factor: 6.005

2. Total Synthesis of (+)-Arborisidine.

Authors: Zhiyao Zhou; Alison X Gao; Scott A Snyder
Journal: J Am Chem Soc Date: 2019-05-02 Impact factor: 15.419

3. Brønsted acid-promoted hydroamination of unsaturated hydrazones: access to biologically important 5-arylpyrazolines.

Authors: Han He; Ning Xu; Honglin Zhang; Bin Chen; Zhengnan Hu; Kang Guo; Jianlin Chun; Shujun Cao; Yingguang Zhu
Journal: RSC Adv Date: 2021-05-11 Impact factor: 4.036

4. Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols.

Authors: Haiting Yin; Qin Ma; Yushan Wang; Xiaoxia Gu; Zhijun Feng; Yunjun Wu; Ming Wang; Shaoyin Wang
Journal: RSC Adv Date: 2021-06-01 Impact factor: 3.361

5. Catalytic Enantioselective Pictet-Spengler Reaction of α-Ketoamides Catalyzed by a Single H-Bond Donor Organocatalyst.

Authors: Rémi Andres; Qian Wang; Jieping Zhu
Journal: Angew Chem Int Ed Engl Date: 2022-03-11 Impact factor: 16.823

6. Chiral cis-iron(ii) complexes with metal- and ligand-centered chirality for highly regio- and enantioselective alkylation of N-heteroaromatics.

Authors: Jinhu Wei; Bei Cao; Chun-Wai Tse; Xiao-Yong Chang; Cong-Ying Zhou; Chi-Ming Che
Journal: Chem Sci Date: 2019-11-25 Impact factor: 9.825

Ring-closing metathesis/isomerization/Pictet-Spengler cascade via ruthenium/chiral phosphoric acid sequential catalysis.

1. Palladium-catalyzed regio- and stereoselective γ-arylation of tertiary allylic amines: identification of potent adenylyl cyclase inhibitors.

2. Total Synthesis of (+)-Arborisidine.

3. Brønsted acid-promoted hydroamination of unsaturated hydrazones: access to biologically important 5-arylpyrazolines.

4. Synthesis of tetrahydro-β-carbolines from 2-indolylmethyl azides and propargylic alcohols.

5. Catalytic Enantioselective Pictet-Spengler Reaction of α-Ketoamides Catalyzed by a Single H-Bond Donor Organocatalyst.

6. Chiral cis-iron(ii) complexes with metal- and ligand-centered chirality for highly regio- and enantioselective alkylation of N-heteroaromatics.

7. Gold and BINOL-phosphoric acid catalyzed enantioselective hydroamination/N-sulfonyliminium cyclization cascade.

8. Enantioselective Michael addition/iminium ion cyclization cascades of tryptamine-derived ureas.

Review 9. The Pictet-Spengler Reaction Updates Its Habits.

10. A Series of β-Carboline Alkaloids from the Seeds of Peganum harmala Show G-Quadruplex Interactions.