4.4 Article

Synthesis of the human aldose reductase inhibitor rubrolide L

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 35, Pages 4636-4639

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.06.129

Keywords

Diabetes; Selective bromination; Suzuki-Miyaura cross-coupling; Vinylogous aldol condensation

Funding

  1. NSERC of Canada
  2. FQRNT (Quebec)

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The first synthesis of rubrolide L, a marine ascidian butenolide and a potent inhibitor of human aldose reductase, has been achieved by two tactically distinct pathways in 4-5 steps and 37-42% overall yield from commercially available 3-chlorotetronic acid. (C) 2010 Elsevier Ltd. All rights reserved.

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