Enantioselective total synthesis of (+)-milnamide A and evidence of its autoxidation to (+)-milnamide D

Chaomin Liu, Makoto N. Masuno, John B. MacMillan, Tadeusz F. Molinski

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31 Scopus citations

Abstract

Spontaneous oxidation of the marine-sponge-derived peptide (+)-milnamide A (1) to (+)-milnamide D (2), which is also a natural product, was observed during the total synthesis of 1. The absolute configurations of the structures were determined and are also reported.

Original languageEnglish (US)
Pages (from-to)5951-5954
Number of pages4
JournalAngewandte Chemie - International Edition
Volume43
Issue number44
DOIs
Publication statusPublished - Nov 12 2004

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Keywords

  • Carboline
  • Enantioselectivity
  • Natural products
  • Peptides
  • Total synthesis

ASJC Scopus subject areas

  • Chemistry(all)

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