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Iterative Assembly of Macrocyclic Lactones using Successive Ring Expansion Reactions

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JournalChemistry : A European Journal
DateAccepted/In press - 13 Jul 2018
DateE-pub ahead of print - 16 Jul 2018
DatePublished (current) - 18 Sep 2018
Issue number52
Volume24
Pages (from-to)13947-13953
Early online date16/07/18
Original languageEnglish

Abstract

Macrocyclic lactones can be prepared from lactams and hydroxyacid derivatives via an efficient 3- or 4-atom iterative ring expansion protocol. The products can also be expanded using amino acid-based linear fragments, meaning that macrocycles with precise sequences of hydroxy- and amino acids can be assembled in high yields by 'growing' them from smaller rings, using a simple procedure in which high dilution is not required. The method should significantly expedite the practical synthesis of diverse nitrogen containing macrolide frameworks.

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© 2018 The Authors.

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