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:
“A set of ideas, a point of view, a frame of reference is in space only an intersection, the state of affairs at some given moment in the consciousness of one man or many men, but in time it has evolving form, virtually organic extension. In time ideas can be thought of as sprouting, growing, maturing, bringing forth seed and dying like plants.”
—John Dos Passos (1896–1970)
“It is in this impossibility of attaining to a synthesis of the inner life and the outward that the inferiority of the biographer to the novelist lies. The biographer quite clearly sees Peel, say, seated on his bench while his opponents overwhelm him with perhaps undeserved censure. He sees him motionless, miserable, his head bent on his breast. He asks himself: “What is he thinking?” and he knows nothing.”
—Andre Maurois (1885–1967)