Solid-phase synthesis of tri-functionalised, α-substituted carbamoylmethyl- homocysteine compounds, their release from the resin and subsequent intramolecular cyclisation to give novel 1,3,3-trisubstituted succinimides

Chemical Communications Pub Date: 1900-01-01 DOI: 10.1039/A705757A

Abstract

Attachment of DL-homocysteine thiolactone to polystyrene resin via the PAL-linker and an α-carbamoylmethyl group, followed by amino, carboxy and thiol derivatisation, including a novel Hg-assisted thiolactone ring-opening, and acid- olytic cleavage from the solid-phase yields novel 1,3,3- trisubstituted succinimides via intramolecular cyclisation.

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