4.4 Article

First total synthesis of 6-epi-phomonol

Journal

TETRAHEDRON LETTERS
Volume 57, Issue 24, Pages 2631-2632

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2016.05.006

Keywords

Phomonol; Natural product synthesis; Tetrahydropyran; Michael addition; Cuprates

Funding

  1. Xunta de Galicia [EXPTE. CN 2012/184]
  2. University of Vigo (CACTI)

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We describe a new and efficient total synthesis of 6-epi-phomonol from commercially available tri-O-acetyl-D-glucal. A key feature of the synthesis involves a stereoselective Michael addition using a magnesium cyanocuprate. (C) 2016 Elsevier Ltd. All rights reserved.

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