Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 53, Issue 24, Pages 6206-6210Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.201402571
Keywords
cycloaddition; heterocycles; macrocycles; natural products; total synthesis
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Funding
- NSF Chemistry Research Instrumentation award [CHE-0639094]
- NIH [RR027690, NIGMS RGM097582A]
- California Institute of Technology
- NIH (DuPont)
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The concise total syntheses of the bis(pyrroloindolines) (-)- lansai B and (+)- nocardioazines A and B are reported. The key pyrroloindoline building blocks are rapidly prepared by enantioselective formal [3+2] cycloaddition reactions. The macrocycle of (+)- nocardioazine A is constructed by an unusual intramolecular diketopiperazine formation.
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