Organic Synthesis
The general outline for the organic synthesis of a CBS catalyst is shown below. The first leg of the reaction sequence starts from the azeotropic dehydration of a boronic acid (1) such as one based on toluene to a boroxine (2). This boroxine reacts with the proline derivative (3d) to form the basic oxazaborolidine CBS catalyst (4). The oxazaborolidine was first developed as a ketone reducing agent by the laboratory of Itsuno, and thus is more properly called the Itsuno-Corey oxazaborolidine. Proline derivative 3d is prepared in a separate leg from a Grignard reaction with Grignard reagent 3c and proline ester 3b. A lewis acid superacid salt (6) can be obtained with the aid of triflic acid (5). Many other such catalysts exist with different derivatives of these reactants.
Read more about this topic: CBS Catalyst
Famous quotes containing the words organic and/or synthesis:
“And what if all of animated nature
Be but organic Harps diversely framed,
That tremble into thought, as o’er them sweeps
Plastic and vast, one intellectual breeze,
At once the Soul of each, and God of all?”
—Samuel Taylor Coleridge (1772–1834)
“The spider-mind acquires a faculty of memory, and, with it, a singular skill of analysis and synthesis, taking apart and putting together in different relations the meshes of its trap. Man had in the beginning no power of analysis or synthesis approaching that of the spider, or even of the honey-bee; but he had acute sensibility to the higher forces.”
—Henry Brooks Adams (1838–1918)