Cinchona alkaloid thiourea mediated asymmetric Mannich reaction of isocyanoacetates with isatin-derived ketimines and subsequent cyclization: enantioselective synthesis of spirooxindole imidazolines

RSC Advances ◽  
2015 ◽  
Vol 5 (92) ◽  
pp. 75648-75652 ◽  
Author(s):  
Mei-Xin Zhao ◽  
Lei Jing ◽  
Hao Zhou ◽  
Min Shi
Keyword(s):  
Mannich Reaction ◽  
Enantioselective Synthesis ◽  
Cinchona Alkaloid ◽  
Subsequent Cyclization ◽  
High Yields

The organocatalyzed asymmetric Mannich reaction of isocyanoacetates with isatin ketimines and subsequent cyclization were developed, leading to spirooxindole imidazolines in high yields and excellent stereoselectivities.

Chiral cinchona alkaloid-derived thiourea catalyst for enantioselective synthesis of novel β-amino esters by mannich reaction

Chirality ◽  
2012 ◽  
Vol 24 (3) ◽  
pp. 223-231 ◽  
Author(s):  
Weihua Li ◽  
Baoan Song ◽  
Pinaki S. Bhadury ◽  
Liang Li ◽  
Zhenchao Wang ◽  
...  
Keyword(s):  
Mannich Reaction ◽  
Enantioselective Synthesis ◽  
Cinchona Alkaloid ◽  
Amino Esters

Chiral Cinchona Alkaloid-Thiourea Catalyzed Mannich Reaction for Enantioselective Synthesis of β-Amino Ketones Bearing Benzothiazol Moiety

2011 ◽  
Vol 29 (11) ◽  
pp. 2433-2438 ◽  
Author(s):  
Peng Lin ◽  
Baoan Song ◽  
Pinaki S. Bhadury ◽  
Deyu Hu ◽  
Yuping Zhang ◽  
...  
Keyword(s):  
Mannich Reaction ◽  
Enantioselective Synthesis ◽  
Cinchona Alkaloid

Asymmetric Mannich reaction: highly enantioselective synthesis of 3-amino-oxindoles via chiral squaramide based H-bond donor catalysis

RSC Advances ◽  
2016 ◽  
Vol 6 (87) ◽  
pp. 84242-84247 ◽  
Author(s):  
Kadiyala Srinivasa Rao ◽  
Pambala Ramesh ◽  
L. Raju Chowhan ◽  
Rajiv Trivedi
Keyword(s):  
Mannich Reaction ◽  
Enantioselective Synthesis ◽  
Cinchona Alkaloid

A facile formation of 3-aminooxindole derivatives from the reaction of 1,3-diketones with isatin (N-Boc) via an asymmetric Mannich reaction catalyzed by chiral cinchona alkaloid based squaramide containing H-bond donor catalysts.

An organocatalytic enantioselective vinylogous Mannich reaction of α,α-dicyanoolefins with isatin N-Boc ketimines

2016 ◽  
Vol 3 (6) ◽  
pp. 709-713 ◽  
Author(s):  
Yi Zhu ◽  
Yao Li ◽  
Qingbin Meng ◽  
Xin Li
Keyword(s):  
Mannich Reaction ◽  
Cinchona Alkaloid ◽  
Tertiary Butyl ◽  
High Yields

The first catalytic enantioselective vinylogous Mannich reaction of α,α-dicyanoolefins with ketimines derived from isatins has been developed. High yields and enantioselectivities were observed for the reaction of various ketimines and α,α-dicyanoolefins using a tertiary butyl substituted cinchona alkaloid type squaramide catalyst.

ChemInform Abstract: Chiral Cinchona Alkaloid-Thiourea Catalyzed Mannich Reaction for Enantioselective Synthesis of β-Amino Ketones Bearing Benzothiazol Moiety.

ChemInform ◽  
2012 ◽  
Vol 43 (10) ◽  
pp. no-no
Author(s):  
Peng Lin ◽  
Baoan Song ◽  
Pinaki S. Bhadury ◽  
Deyu Hu ◽  
Yuping Zhang ◽  
...  
Keyword(s):  
Mannich Reaction ◽  
Enantioselective Synthesis ◽  
Cinchona Alkaloid

Lithiated three-membered heterocycles as chiral nucleophiles in the enantioselective synthesis of 1-oxaspiro[2,3]hexanes

2021 ◽  
Author(s):  
Andrea Cocco ◽  
Maria Grazia Rubanu ◽  
Maria Laura Sechi ◽  
Angelo Frongia ◽  
Pietro Mastrorilli ◽  
...  
Keyword(s):  
Styrene Oxide ◽  
Enantioselective Synthesis ◽  
High Yields

Enantiomerically enriched oxaspiro- and azaspirohexanes were synthesized through a two-step addition of configurably stable Li-styrene oxide (or aziridine) to 3-substituted cyclobutanones and base-mediated Payne rearrangement sequence with high yields and selectivity.

scholarly journals Highly Enantioselective Synthesis of Fluorinated γ-Amino Alcohols Through Proline-Catalyzed Cross-Mannich Reaction.

ChemInform ◽  
2005 ◽  
Vol 36 (48) ◽  
Author(s):  
Santos Fustero ◽  
Diego Jimenez ◽  
Juan F. Sanz-Cervera ◽  
Maria Sanchez-Rosello ◽  
Elisabet Esteban ◽  
...  
Keyword(s):  
Mannich Reaction ◽  
Amino Alcohols ◽  
Enantioselective Synthesis

A novel enantioselective synthesis of 6H-dibenzopyran derivatives by combined palladium/norbornene and cinchona alkaloid catalysis

2015 ◽  
Vol 13 (8) ◽  
pp. 2260-2263 ◽  
Author(s):  
Di Xu ◽  
Li Dai ◽  
Marta Catellani ◽  
Elena Motti ◽  
Nicola Della Ca’ ◽  
...  
Keyword(s):  
Catalytic System ◽  
Enantioselective Synthesis ◽  
Cinchona Alkaloid ◽  
System P ◽  
First Time

Chiral dibenzopyran derivatives were obtained by cinchona alkaloid, as organocatalyst, in combination, for the first time, with palladium/norbornene catalytic system.

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