Cleavage of a silicon–oxygen protecting group to reveal an alcohol. Fluoride can drive the transformation through strong silicon–fluorine bond formation.
A cyclic acetal protecting group made from an alcohol and dihydropyran. It protects the original alcohol oxygen and can be removed under suitable acidic hydrolysis conditions.
A tert-butoxycarbonyl group used to protect an amine as a carbamate. Acid-promoted cleavage releases carbon dioxide and restores the amine.
A functional group that can later be converted into a carbonyl at a mapped carbon. A secondary nitro group is a useful example when it also enables carbon–carbon bond formation before unmasking.
Use of ester protecting groups that can be selectively removed under different conditions. A methyl/tert-butyl pair can permit kinetic base hydrolysis at one end and acid-promoted alkyl cleavage at the other.
Articles by others on the same topic
There are currently no matching articles.