Enantioselective direct aldol reactions promoted by phosphine oxide aziridinyl phosphonate organocatalysts

A series of phosphine oxide based chiral Lewis bases were screened as organocatalysts for silicon tetrachloride mediated direct asymmetric aldol reactions between cyclohexanone and various aromatic aldehydes. One of the phosphine oxide-aziridinyl phosphonate POAP-A Lewis bases formed the aldol products in up to 75% yield and with 65% ee.


Synthesis of ferrocenyl quinones and ferrocenyl based burning rate catalysts
Açıkalın, Serdar; Zora, Metin; Department of Chemistry (2003)
Recently, considerable interest has been devoted to the synthesis of new ferrocene derivatives since properly functionalized ferrocene derivatives could be potential antitumor substances. For this purpose, we have investigated the synthesis of ferrocenyl quinones starting from squaric acid. Thermolysis of ferrocenylsubstituted cyclobutenones, which have been prepared from ferrocenyl cyclobutenediones and alkenyllithiums, affords hydroquinones, which furnish, upon oxidation, ferrocenyl quinones. Ferrocenyl c...
Heteropolyacid Incorporated Bifunctional Core-Shell Catalysts for Dimethyl Ether Synthesis from Carbon Dioxide/Syngas
Core-shell-type catalysts, which are synthesized by encapsulating the Cu-ZnO-Alumina type methanol synthesis catalyst (CZA) by silicotungstic acid (STA)-incorporated mesoporous alumina, were prepared following a hydrothermal route and tested in DME synthesis from syngas and CO2. Activity tests, which were performed in the pressure range of 30-50 bar, and the temperature range of 200-300 degrees C, with different feed compositions (CO2/CO/H-2: 50/-/50, 40/10/50, 25/25/50, 10/40/50) showed that the best-opera...
Enantioselective synthesis of both enantiomers of 2-amino-2-(2-furyl)ethan-1-ol as a flexible building block for the preparation of serine and azasugars
Demir, Ayhan Sıtkı; Sesenoglu, O; Aksoy-Cam, H; Kaya, H; Aydogan, K (Elsevier BV, 2003-05-16)
The selective conversion of 1-(2-furyl)-2-hydroxyethan-1-one and ethyl 2-(2-furyl)-2-oxo acetate into (E)- and (Z)-oximes and oxime ethers followed by oxazaborolidine-catalyzed enantioselective reduction using different amino alcohols furnished both enantiomers of the important chiral building block 2-amino-2-(2-furyl)ethan-1-ol with an ee of up to 96%.
Organocatalytic Enantioselective Synthesis of Dihydronaphthofurans and Dihydrobenzofurans: Reaction Development and Insights into Stereoselectivity & Design and Synthesis of Heterogeneous Recyclable Organocatalysts
SUSAM, Zeynep Dilşad; Tanyeli, Cihangir; Department of Chemistry (2022-11-18)
The first part of thesis comprises Friedel-Crafts/substitution, which is the most common and widely used C-C bond forming reaction in synthetic organic chemistry. Applications of these reactions in domino type reactions are trending topic in organocatalytic studies in the recent years. These types of reactions are used to perform dihydrobenzofuran (DHB) and dihydronaphthofuran (DHN) skeletons, which are very important pharmaceutical precursors. In this study, it was chosen as the key step in domino reaction...
Endohedrally halogen and interhalogen substituted C-70-AM1 study
Türker, Burhan Lemi (2002-12-09)
C-70 structure having a certain halogen (Cl-2, Br-2, I-2) or interhalogen molecule (BrCl, ICl, IBr) as the endohedral substituent was considered for semiempirical quantum chemical calculations at the level of AMI (RHF). All the endohedrally monosubstituted systems were found to be stable (inversely related to the bulkiness of the substituent) but endothermic (directly related to the size of the substituent). Some electronic and physicochemical properties of these systems were also reported.
Citation Formats
Ö. Doğan, “Enantioselective direct aldol reactions promoted by phosphine oxide aziridinyl phosphonate organocatalysts,” TETRAHEDRON-ASYMMETRY, pp. 1348–1353, 2015, Accessed: 00, 2020. [Online]. Available: https://hdl.handle.net/11511/36492.