In one type of this reaction, DMAP is employed to prevent a side reaction that forms N-acyl ureas. LCAT modifies steroids by this reaction, and cutinases can be used industrially to ensure regioselectivity in reactions of this type. In the Nicolau an
In one type of this reaction, DMAP is employed to prevent a side reaction that forms N-acyl ureas. LCAT modifies steroids by this reaction, and cutinases can be used industrially to ensure regioselectivity in reactions of this type. In the Nicolau and Holton total Taxol syntheses, a moiety formed by a variant of this reaction is the leaving group in the intermolecular SN2 reaction that forms the D ring; that leaving group can be a mesylate or a tosylate. This type of reaction is used to produce benzocaine from PABA, and, when run in reverse, it is known as saponification. A form of this reaction which uses DCC as a coupling agent is named for Steglich, while the acid-catalyzed reaction of an alcohol with a carboxylic acid is the best-known type of this reaction. For ten points, name this class of reactions whose end product is a chemical with formula R-C-O-O-R-prime, one of which is named for Fischer.
In one type of this reaction, DMAP is employed to prevent a side reaction that forms N-acyl ureas.
esterification [accept equivalents like ester synthesis, don't accept etherification or ether synthesis]