Uploaded August 2021 | Updated September 2026, 1 week ago
The mechanism for a Sharpless Epoxidation in which an alcohol is stereoselectively converted to an epoxide using titanium isopropoxide as a catalyst, as well as tert-butyl hydroperoxide, and chiral diethyl tartrate. The chirality of the diethyl tartrate determines if the final product will have an epoxide pointed upwards or downwards. In the mechanism shown, D-diethyl tartrate is used and therefore the upward facing epoxide is obtained. However, if L-diethyl tartrate is used, the opposite effect would be achieved. The mechanism begins with displacement of the isopropoxide ligands on the titanium. This titanium complex is believed to exist as a dimer, however, to avoid complication, it is shown here as a monomer.
Music: Shadows – Anno Domini Beats – YouTube Audio Library
The mechanism for a Sharpless Epoxidation in which an alcohol is stereoselectively converted to an epoxide using titanium isopropoxide as a catalyst, as well as tert-butyl hydroperoxide, and chiral diethyl tartrate. The chirality of the diethyl tartrate determines if the final product will have an epoxide pointed upwards or downwards. In the mechanism shown, D-diethyl tartrate is used and therefore the upward facing epoxide is obtained. However, if L-diethyl tartrate is used, the opposite effect would be achieved. The mechanism begins with displacement of the isopropoxide ligands on the titanium. This titanium complex is believed to exist as a dimer, however, to avoid complication, it is shown here as a monomer.
Music: Shadows – Anno Domini Beats – YouTube Audio Library
