3-Amino Oxindole Schiff Base as Synthon for Enantioselective Preparation of Spiro[oxindol-3,2′-pyrrol] from a Michael/Cyclization Reaction Catalyzed by a Bifunctional Cinchona-Reference-Cited by-同舟云学术

3-Amino Oxindole Schiff Base as Synthon for Enantioselective Preparation of Spiro[oxindol-3,2′-pyrrol] from a Michael/Cyclization Reaction Catalyzed by a Bifunctional Cinchona

Published:2021-03-03 Issue:6 Volume:23 Page:2227-2231
ISSN:1523-7060
Container-title:Organic Letters
language:en
Short-container-title:Org. Lett.

Author:

Huang Zhi-Cheng¹²,Zou Ying¹²,Xiang Min¹²,Li Chen-Yi¹²,Li Xia¹²,Tian Fang¹,Wang Li-Xin¹^ORCID

Affiliation:

1. Key Laboratory of Asymmetric Synthesis and Chirotechnology of Sichuan Province, Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences Chengdu 610041, China

2. University of Chinese Academy of Sciences, Beijing 100049, China

Publisher

American Chemical Society (ACS)

Subject

Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry

Link

https://pubs.acs.org/doi/pdf/10.1021/acs.orglett.1c00370

Reference28 articles.

1. Catalytic Enantioselective Formation of C−C Bonds by Addition to Imines and Hydrazones: A Ten-Year Update

2. Development of a Large-Scale Asymmetric Process for tert-Butanesulfinamide

3. Synthesis and Applications of tert-Butanesulfinamide

4. aWang, L.X.; Liao, L.G. Compounds with 3,2′-Pyrrolidine Spirooxindole Framework and Preparation Method. China Patent CN108299444A, 2019.

5. bWang, L.X.; Huang, Z.C.; Zou, Y.; Li, X. A Class of Chiral Spiro[oxindole-3,2′-pyrrolidine] Skeleton Compounds with Biological Activity and Similar Prolineamide Catalytic Function and Preparation Method Thereof. China Patent CN111171037A, 2020.

Cited by 10 articles. 订阅此论文施引文献订阅此论文施引文献，注册后可以免费订阅5篇论文的施引文献，订阅后可以查看论文全部施引文献

1. 3‑Amino Oxindole Schiff Base Efficiently Paired with p‑Quinone Methide to Enable a New Diastereoselective and Enantioselective 1,6-Conjugated Addition in the Presence of a Cinchonidinium Phase Transfer Catalyst;Tetrahedron Letters;2024-10

2. Direct synthesis of spirooxindoles enabled by palladium-catalyzed allylic alkylation and DBU-mediated cyclization: concept, scope and applications;Organic Chemistry Frontiers;2024

3. Highly diastereoselective Mannich reaction between 3‑amino oxindole Schiff base and oxindole ketimines–Direct and effective preparation of adjacent tetrasubstituted 3,3′-bisoxindole protected diamines;Tetrahedron Letters;2023-06

4. Enantioselective Benzylation and Allylation of a Crucial Synthon of 3-Amino Oxindole Schiff Base Promoted by a Cinchonidinium Phase Transfer Catalyst to Enable the Effective Preparation of Chiral Quaternary 3-Amino Oxindoles;The Journal of Organic Chemistry;2023-04-13

5. Reductive Alkenylation of Ketimines via Hydride Transfer from Aldehydes;J ORG CHEM;2023