☆ 4.8 Article

Total Synthesis of the Isodon Diterpene Sculponeatin N

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2014)

期刊

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

卷 53, 期 11, 页码 2988-2991

出版社

WILEY-V C H VERLAG GMBH

DOI: 10.1002/anie.201310060

关键词

isodon terpenes; natural products; reductive cyclization; ring-closing metathesis

类别

Chemistry, Multidisciplinary

资金

Northwestern University
American Cancer Society [RSG-12-253-01-CDD, ACS-IRG 93-037-15]

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Reagent

摘要

The total synthesis of sculponeatin N, a bioactive polycyclic diterpene isolated from Isodon sculponeatus, is reported. Key features of the synthesis include diastereoselective Nazarov and ring-closing metathesis reactions, and a highly efficient formation of the bicyclo[3.2.1]octane ring system by a reductive radical cyclization.

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