Enantioselective construction of imidazolines having vicinal tetra-substituted stereocenters by direct Mannich reaction of α-substituted α-isocyanoacetates with ketimines

2016 ◽  
Vol 52 (47) ◽  
pp. 7462-7465 ◽  
Author(s):  
Shuichi Nakamura ◽  
Ryota Yamaji ◽  
Masaru Iwanaga

Enantioselective direct Mannich-type reaction of ketimines with α-substituted α-isocyanoacetates gave imidazolines having vicinal tetra-substituted stereocenters with high stereoselectivity.

2020 ◽  
Vol 18 (3) ◽  
pp. 479-487 ◽  
Author(s):  
Seda Karahan ◽  
Cihangir Tanyeli

Bifunctional squaramide catalyzed asymmetric Mannich reaction of alpha-azido ketones and isatin derived ketiminines were established for the first time with high stereoselectivity. Adducts are valuable synthons for optically active heterocycles.


2017 ◽  
Vol 8 (2) ◽  
pp. 1238-1242 ◽  
Author(s):  
Xiangjin Lian ◽  
Lili Lin ◽  
Kai Fu ◽  
Baiwei Ma ◽  
Xiaohua Liu ◽  
...  

An efficient asymmetric Mannich-type reaction between α-tetralone-derived β-keto esters/amides and 1,3,5-triaryl-1,3,5-triazinanes was realized catalyzed by chiral N,N'–dioxide-Ni(ii)/Mg(ii) complexes.


2016 ◽  
Vol 94 (9) ◽  
pp. 769-772 ◽  
Author(s):  
Lei Wu ◽  
Guangxun Li ◽  
Migu He ◽  
Yingwei Wang ◽  
Gang Zhao ◽  
...  

The catalytic enantioselective Mannich-type reaction between glycinate Schiff base and imines has been one of the most efficient routes for accessing α,β-diamino acids. However, the glycinate Schiff bases used in the references were almost ketimines. Only several examples of aldimines were used in the presence of metal catalyst. We developed the first example of an asymmetric direct Mannich reaction using aldimines of glycinates instead of ketimines of glycinates. The reaction was well catalyzed by chiral guanidine with high yield (up to 92%) and moderate stereoselectivity (up to 65%).


2009 ◽  
Vol 4 (2) ◽  
pp. 1934578X0900400
Author(s):  
Prashant Shukla ◽  
Nilmadhab Chattopadhyay ◽  
Sandip K. Nayak

Antimony(III) chloride catalyzes the three component Mannich type reaction of a variety of in-situ generated Schiff bases generated from aromatic aldehydes and anilines with cyclic/acyclic ketones. The reaction proceeds smoothly at ambient temperature to afford the corresponding β-amino ketones in good yields with moderate to good diastereoselectivity.


Planta Medica ◽  
2012 ◽  
Vol 78 (11) ◽  
Author(s):  
S Muniz Machado Rodrigues ◽  
GVJ da Silva ◽  
M Gomes Constantino
Keyword(s):  

2020 ◽  
Vol 24 ◽  
Author(s):  
Ilnaz Baagheri ◽  
Leila Mohammadi ◽  
Vahideh Zadsirjan ◽  
Majid M. Heravi

The article has been withdrawn at the request of editor of the journal Current Organic Chemistry: Bentham Science apologizes to the readers of the journal for any inconvenience this may have caused. The Bentham Editorial Policy on Article The Bentham Editorial Policy on Article Withdrawal can be found at https://benthamscience.com/editorial-policies-main.php BENTHAM SCIENCE DISCLAIMER: It is a condition of publication that manuscripts submitted to this journal have not been published and will not be simultaneously submitted or published elsewhere. Furthermore, any data, illustration, structure or table that has been published elsewhere must be reported, and copyright permission for reproduction must be obtained. Plagiarism is strictly forbidden, and by submitting the article for publication the authors agree that the publishers have the legal right to take appropriate action against the authors, if plagiarism or fabricated information is discovered. By submitting a manuscript, the authors agree that the copyright of their article is transferred to the publishers if and when the article is accepted for publication.


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