Acetone promoted 1,4-migration of an alkoxycarbonyl group on a syn-1,2-diamine.

ABSTRACT: A 2-protected cis-amino mitosene undergoes an irreversible acetone promoted isomerization and converts to the 1-isomer. Kinetic studies and DFT calculations of the reaction are reported. An organocatalytic mechanism is proposed, involving a covalent intermediate formed by reaction of the mitosene and acetone.

SUBMITTER: Napolitano T 

PROVIDER: S-EPMC5604470 | biostudies-literature | 2017 Feb

REPOSITORIES: biostudies-literature