Total synthesis of actinobolin from d-glucose by way of the stereoselective three-component coupling reaction

Tetrahedron ◽  
2006 ◽  
Vol 62 (29) ◽  
pp. 6926-6944 ◽  
Author(s):  
Satoshi Imuta ◽  
Hiroki Tanimoto ◽  
Miho K. Momose ◽  
Noritaka Chida
Keyword(s):  
Total Synthesis ◽  
Coupling Reaction ◽  
Three Component Coupling

scholarly journals N-Alkylation/aldol reaction of α-aldimino thioesters: a facile three-component coupling reaction

RSC Advances ◽  
2021 ◽  
Vol 11 (22) ◽  
pp. 13097-13104
Author(s):  
Makoto Shimizu ◽  
Asako Higashino ◽  
Isao Mizota ◽  
Yusong Zhu
Keyword(s):  
Aldol Reaction ◽  
Coupling Reaction ◽  
Three Component Coupling

Treatment of α-aldimino thioesters with dialkylzinc reagents in the presence of aldehydes or imines gives three-component coupling products in good yields with good to high anti-selectivities.

scholarly journals PEG-embedded KBr3: A recyclable catalyst for multicomponent coupling reaction for the efficient synthesis of functionalized piperidines

2011 ◽  
Vol 7 ◽  
pp. 1334-1341 ◽  
Author(s):  
Sanny Verma ◽  
Suman L Jain ◽  
Bir Sain
Keyword(s):  
Coupling Reaction ◽  
Recyclable Catalyst ◽  
Efficient Synthesis ◽  
Molecular Bromine ◽  
Keto Ester ◽  
One Step ◽  
High Yields ◽  
Multicomponent Coupling ◽  
Three Component Coupling

PEG-embedded potassium tribromide ([K+PEG]Br3 −) was found to be an efficient and recyclable catalyst for the synthesis of functionalized piperidines in high yields in a one step, three component coupling between aldehyde, amine and β-keto ester. At the end of the reaction the [K+PEG]Br3 − was readily regenerated from the reaction mixture by treating the residue containing [K+PEG]Br− with molecular bromine.

Synthesis of Propargylamines via a Three-Component Coupling Reaction

Synfacts ◽  
2006 ◽  
Vol 2006 (6) ◽  
pp. 0587-0587
Author(s):  
M.-K. Wong ◽  
C.-M. Che ◽  
V. Lo ◽  
Y. Liu
Keyword(s):  
Coupling Reaction ◽  
Three Component Coupling

scholarly journals Stereocontrolled total synthesis of (+)-vinblastine

2003 ◽  
Vol 75 (1) ◽  
pp. 29-38 ◽  
Author(s):  
Satoshi Yokoshima ◽  
T. Ueda ◽  
S. Kobayashi ◽  
A. Sato ◽  
Takeshi Kuboyama ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Coupling Reaction ◽  
Radical Cyclization ◽  
Critical Coupling ◽  
Efficient Manner ◽  
Complete Control ◽  
Highly Efficient ◽  
Indole Synthesis

Stereocontrolled total synthesis of (+)-vinblastine (1) has been achieved using a novel radical-mediated indole synthesis developed in our laboratories. The isothiocyanate 18, prepared readily from quinoline 17, underwent a facile addition of the malonate anion to give 19. The o-alkenylthioanilide 19 was then converted to indole 20 by radical cyclization and protection. (−)-Vindoline (2) was prepared from this key intermediate 20 in a highly efficient manner. The indole core of the 11-membered intermediate 3 was constructed similarly from quinoline. The critical coupling reaction between 2 and the chloroindolenine derived from 3 proceeded with complete control of stereochemistry to give the desired product 66 in 97 % yield, which could be successfully converted to (+)-vinblastine (1).

ChemInform Abstract: Mesoporous Aluminosilicate Nanocage-Catalyzed Three-Component Coupling Reaction: An Expedient Synthesis of α-Aminophosphonates.

ChemInform ◽  
2010 ◽  
Vol 41 (13) ◽  
Author(s):  
Ajayan Vinu ◽  
Pranjal Kalita ◽  
Veerappan V. Balasubramanian ◽  
Hamid Oveisi ◽  
Tamil Selvan ◽  
...  
Keyword(s):  
Coupling Reaction ◽  
Mesoporous Aluminosilicate ◽  
Three Component Coupling
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