Journal
TETRAHEDRON LETTERS
Volume 52, Issue 36, Pages 4598-4601Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2011.05.107
Keywords
Depsipeptide; Marine cyanobacteria; Apratoxin; Total synthesis; Macrolactamization
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Funding
- National Natural Science Foundation of China [21072034, 20832005, 20702007]
- Key Laboratory of Synthetic Chemistry of Natural Substances, SIOC of Chinese Academy of Sciences
- National Basic Research Program (973 program) of China [2010CB912600]
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An asymmetric approach to key intermediate 17 starting from lactone 7 is described, in which Evan's alkylation and CBS-catalyzed reduction are used for construction of the chiral centers, respectively. Thus, the synthesis of (E)-dehydroapratoxin A 6 could be accomplished in a general fashion, therein FDPP has been proven as an efficient condensation reagent for the coupling of amine 25 and carboxylic acid 24. (C) 2011 Elsevier Ltd. All rights reserved.
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