We report density functional theory calculations that examine the mechanism and origins of stereoselectivity of Soós' landmark discovery from 2005 that cinchona thioureas catalyze the asymmetric Michael addition of nitroalkanes to enones.
Matthew N. Grayson
semanticscholar +1 more source
Unusual structure-energy correlations in intramolecular Diels–Alder reaction transition states [PDF]
Detailed analysis of calculated data from an experimental/computational study of intramolecular furan Diels–Alder reactions has led to the unusual discovery that the mean contraction of the newly forming C-C σ-bonds from the transition state to the ...
Bebbington, Magnus +3 more
core +2 more sources
The effect of host structure on the selectivity and mechanism of supramolecular catalysis of Prins cyclizations. [PDF]
The effect of host structure on the selectivity and mechanism of intramolecular Prins reactions is evaluated using K12Ga4L6 tetrahedral catalysts. The host structure was varied by modifying the structure of the chelating moieties and the size of the ...
Bergman, Robert G +8 more
core +2 more sources
Remote participation during glycosylation reactions of galactose building blocks: Direct evidence from cryogenic vibrational spectroscopy [PDF]
The stereoselective formation of 1,2‐cis‐glycosidic bonds is challenging. However, 1,2‐cis‐selectivity can be induced by remote participation of C4 or C6 ester groups.
Gilmore, K. +11 more
core +1 more source
(Z)-Selective Takai olefination of salicylaldehydes
The Takai olefination (or Takai reaction) is a method for the conversion of aldehydes to vinyl iodides, and has seen widespread implementation in organic synthesis. The reaction is usually noted for its high (E)-selectivity; however, herein we report the
Stephen M. Geddis +5 more
doaj +1 more source
Copper‐Catalyzed Enantio‐ and Diastereoselective Addition of Silicon Nucleophiles to 3,3‐Disubstituted Cyclopropenes [PDF]
A highly stereocontrolled syn‐addition of silicon nucleophiles across cyclopropenes with two different geminal substituents at C3 is reported. Diastereomeric ratios are excellent throughout (d.r.≥98:2) and enantiomeric excesses usually higher than 90 ...
Oestreich, Martin, Zhang, Liangliang
core +1 more source
[4+2] cycloaddition reaction has enormous significant in organic chemistry synthesis reactions and yet remains unexplored for the synthesis of fluorine-containing compounds.
Haydar A. Mohammad-Salim +1 more
doaj +1 more source
Stereosopecificity in [Co(sep)][Co(edta)]Cl2·2H2O
The X-ray structure of racemic [Co(sep)][Co(edta)]Cl2·2H2O is reported and reveals hetero-chiral stereospecificity in the interactions of [Co(sep)]3+ with [Co(edta)]−.
Peter Osvath +2 more
doaj +1 more source
Influence of the Trans/Cis Conformer Ratio on the Stereoselectivity of Peptidic Catalysts.
Trans/cis isomerization of Xaa-Pro bonds is key for the structure and function of several enzymes. In recent years, numerous versatile peptidic catalysts have been developed that bear Xaa-Pro amide bonds.
T. Schnitzer, H. Wennemers
semanticscholar +1 more source
Forging Fluorine-Containing Quaternary Stereocenters by a Light-Driven Organocatalytic Aldol Desymmetrization Process [PDF]
Reported herein is a light-triggered organocatalytic strategy for the desymmetrization of achiral 2-fluoro-substi- tuted cyclopentane-1,3-diketones.
Ametamey +49 more
core +2 more sources

