4.8 Article

Total Synthesis of Rugulovasine A

Journal

ORGANIC LETTERS
Volume 15, Issue 14, Pages 3662-3665

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol401541t

Keywords

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Funding

  1. National Natural Science Foundation of China [21290180, 20972007]
  2. National Basic Research Program of China (973 Program) [2010CB833200]
  3. Ph.D. Programs Foundation of Ministry of Education of China [20120001110100]

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A concise total synthesis of rugulovasine A is achieved by using Uhle's ketone derivative as the key intermediate, which was synthesized by intramolecular cyclization via metal halogen exchange. Two different routes to construct a spirocyclic butyrolactone subunit involving a Ru-catalyzed cyclocarbonylation and a special Ru-catalyzed double bond rearrangement were studied.

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