4.4 Article

Total synthesis of granulodione

Journal

TETRAHEDRON LETTERS
Volume 60, Issue 2, Pages 113-114

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2018.11.069

Keywords

Granulodione; Norilludane; Total synthesis; Samarium(II) iodide; Reductive cyclization

Funding

  1. JSPS KAKENHI [JP16K08180]

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In this paper, we report the total synthesis of a sesquiterpene, granulodione, having a 15-norilludane skeleton. The coupling of two fragments 3 and 4 via aldol condensation, followed by Saegusa oxidation, SmI2-mediated cyclization, and oxidation enabled expeditious and efficient synthesis of granulodione. (C) 2018 Elsevier Ltd. All rights reserved.

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