4.4 Article

First asymmetric total synthesis of (+)-taiwaniaquinol D and (-)-taiwaniaquinone D by using intramolecular Heck reaction

Journal

TETRAHEDRON
Volume 69, Issue 19, Pages 3841-3846

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2013.03.051

Keywords

(+)-Taiwaniaquinol D; (-)-Taiwaniaquinone D; (-)-Taiwaniaquinol B; abeo-Abietane; Diterpenoid; Intramolecular asymmetric Heck reaction

Funding

  1. MEXT
  2. Japan Society for the Promotion of Science (JSPS) [22590024]
  3. Grants-in-Aid for Scientific Research [25460159, 23790130, 22590023, 22590024, 22390021] Funding Source: KAKEN

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The first asymmetric total synthesis of (+)-taiwaniaquinol D and (-)-taiwaniaquinone D isolated from Taiwania cryptomerioides was attained by using the intramolecular asymmetric Heck reaction. The reaction provided a tricyclic intermediate that would be available for the asymmetric total synthesis of various abeo-abietane-type diterpenoids. (C) 2013 Elsevier Ltd. All rights reserved.

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