Journal
TETRAHEDRON LETTERS
Volume 52, Issue 7, Pages 837-840Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.12.052
Keywords
Marine alkaloid; beta-Carboline; Ascidian; Stereospecific synthesis; Chiral pool; Biological activity
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Funding
- Auckland Medical Research Foundation [81547]
- University of Auckland
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A stereospecific synthesis of both enantiomers of the marine alkaloid eudistomin X using the amino acid chiral pool is achieved. Comparison of (1)H and (13)C NMR chemical shifts of the synthetic product as either the free base, mono-salt or disalt with those reported for the natural product established that the ascidian metabolite was originally characterised as a mono-salt and that the absolute configuration was (10R). (C) 2010 Elsevier Ltd. All rights reserved.
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