d-Glucosamine, a natural aminosugar as organocatalyst for an ecofriendly direct aldol reaction of ketones with aromatic aldehydes in water

2008 ◽  
Vol 9 (5) ◽  
pp. 743-746 ◽  
Author(s):  
Nimisha Singh ◽  
Jyoti Pandey ◽  
R.P. Tripathi
ChemInform ◽  
2012 ◽  
Vol 43 (37) ◽  
pp. no-no
Author(s):  
Angel Martinez-Castaneda ◽  
Belen Poladura ◽  
Humberto Rodriguez-Solla ◽  
Carmen Concellon ◽  
Vicente del Amo

2012 ◽  
Vol 18 (17) ◽  
pp. 5188-5190 ◽  
Author(s):  
Ángel Martínez-Castañeda ◽  
Belén Poladura ◽  
Humberto Rodríguez-Solla ◽  
Carmen Concellón ◽  
Vicente del Amo

RSC Advances ◽  
2014 ◽  
Vol 4 (46) ◽  
pp. 24311-24315 ◽  
Author(s):  
Sudipto Bhowmick ◽  
Sunita S. Kunte ◽  
Kartick C. Bhowmick

The catalytic efficacy of the smallest organocatalyst, l-proline hydrazide, prepared from a cheaply available natural amino acid, such as l-proline, was studied for the direct asymmetric aldol reaction of various ketones with aromatic aldehydes at room temperature in the presence of several acid additives.


2011 ◽  
Vol 2011 ◽  
pp. 1-5
Author(s):  
Khalil Tabatabaeian ◽  
Elahe Keshavarz ◽  
Manouchehr Mamaghani ◽  
Nosrat O. Mahmoodi

-catalyzed regio- and diastereoselective direct aldol reaction of progesterone with aromatic aldehydes has been developed in good yields (58–78%). Advantages of this method include catalytic efficiency, short reaction times, and ease of operation and workup.


2020 ◽  
Vol 44 (44) ◽  
pp. 19288-19293
Author(s):  
Sergio Rossi ◽  
Maurizio Benaglia ◽  
Laura Maria Raimondi

The stereoselective organocatalytic addition of silyl enol ethers to aromatic aldehydes catalyzed by bisphosphoramides and the direct aldol reaction between ketones and aromatic aldehydes promoted by phosphinoxides in the presence of tetrachlorosilane were investigated by the DFT approach.


2019 ◽  
Vol 6 (2) ◽  
pp. 165-170
Author(s):  
Anirban Mondal ◽  
Kartick Chandra Bhowmick

Background: A cheap and commercially available organocatalyst, (1R, 2R)-(+)-1, 2- diammonium cyclohexane-L-tartrate 1 was applied in direct aldol reaction in water. The organocatalyst 1 afforded aldol products from cyclohexanone and substituted aromatic aldehydes with high yield (up to 90%) and good stereoselectivity (up to 99% ee and up to 11.5:1 dr) in large volume of water (10 ml). Methods: The same aldol reaction when carried out in the presence of more expensive organocatalyst e.g. (1R, 2R)-(+)-1,2-diaminocyclohexane and 1,6-hexanediaoic acid as acid additive furnished the aldol products with only 20% yield, 2:1 anti/syn ratio and 92% ee. Results and Conclusion: In summary, we have applied a reasonably cheap and commercially available organocatalyst 1 for highly enantioselective direct aldol reaction in water at room temperature.


Synlett ◽  
2017 ◽  
Vol 28 (11) ◽  
pp. 1363-1367 ◽  
Author(s):  
Tsuyoshi Miura ◽  
Hiroshi Akutsu ◽  
Kosuke Nakashima ◽  
Hikaru Yanai ◽  
Akira Kotani ◽  
...  

Asymmetric catalytic activities of various organocatalysts bearing double hydrogen-bonding donor units showing different pK a values were examined for direct aldol reactions of cyclohexanone with aromatic aldehydes. Organocatalyst with motif exhibiting the highest acidity resulted in the corresponding aldol products with the highest enantioselectivity. A good correlation has been observed between the asymmetric catalytic activity for direct aldol reactions and acidities of double hydrogen-bonding donating units.


2012 ◽  
Vol 1 (2) ◽  
pp. 91-94 ◽  
Author(s):  
Elahe Keshavarz ◽  
Khalil Tabatabaeian ◽  
Manouchehr Mamaghani ◽  
Nosrat O. Mahmoodi

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