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Late-stage macrolactonisation enabled by tandem acyl transfers followed by desulphurisation.

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Intramolecular S-acylation of a thiol-installed threonine with a thioester unit, followed by S-O acyl transfer and subsequent desulphurisation, allows the synthesis of lactone peptides. A protocol has been developed enabling… Click to show full abstract

Intramolecular S-acylation of a thiol-installed threonine with a thioester unit, followed by S-O acyl transfer and subsequent desulphurisation, allows the synthesis of lactone peptides. A protocol has been developed enabling the cyclisation of a linear peptide, a reaction which has not been achieved by conventional methods.

Keywords: macrolactonisation enabled; desulphurisation; tandem acyl; enabled tandem; late stage; stage macrolactonisation

Journal Title: Chemical communications
Year Published: 2022

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