The solvent hexafluoroisopropanol affords remarkable acceleration of acid-catalyzed Boc cleavage and related reactions. This observation can be leveraged in the selective removal of the Boc group over other acid sensitive functionalities, including certain epoxides and silyl protecting groups, with stoichiometric acid. Acidic HFIP is also promotes cleavage of the amino PMB group and acetals.

Remarkable rate enhancement of acidic Boc cleavage by hexafluoroisopropanol (HFIP) and application to acid sensitive substrates

Macromolecular Chemistry: The Second Century

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ACS Spring 2020 National Meeting & Expo

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.