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Terpenoids and Terpenes

In this chapter, we will explore the total syntheses of terpenoids and terpenes.

Total Synthesis of Alterbrassicicene C (J. L. Wood, 2022)

Alterbrassicicene C (1) is a diterpenoid with an unusual tetracyclic core structure. John L. Wood...

Total Synthesis of Artemisinin (A. Giannis, 2018)

Artemisinin was discovered in the seventies by Tu Youyou (屠呦呦) and the unique structure of this t...

Formal Total Synthesis of Atropurpuran (K. Tanino, 2020)

Atropurpuran (1) represents a complex diterpenoid featuring a pentacyclic skeleton. The research ...

Total Synthesis of Bilobalide (R. Shenvi, 2019)

Bilobalide (1, see Figure 1) is a sesquiterpene which can be found in Gingko leaves and is relate...

First Total Synthesis of Canataxpropellane (T. Gaich, 2020)

In their publication in Science (T. Gaich et al. Science, 2020, 367, 676) the research group of T...

Total Synthesis of Cinnamodial and Dimerization to Capsicodendrin (S. Han, 2020)

The terpenoid capsicodendrin (1, Figure 1) is a dimer of cinnamodial (2) which was already isolat...

First Total Synthesis of Cryptotrione (X.S. Peng, 2020)

Cryptotrione (1) is a complex terpenoid isolated in 2010. Now Xiao-Shui Peng (彭小水) and coworkers ...

First Total Synthesis of Darwinolide (M. Christmann, 2018)

The diterpenoid darwinolide (1) is a promising candidate for antibiotic research due to his antib...

Total Synthesis of Gibberellin GA18 Methyl Ester (M. Dai, 2022)

Gibberellins are plant hormones that are synthesised in a variety of ways before. In the paper pu...

First Total Synthesis of Glaucocalyxin A (Y. Jia, 2020)

Using a radical cyclization strategy at the very beginning of their synthesis, the Yanxing Jia (贾...

Structural Revision and Total Synthesis of ent-Halioxepine (M. Kalesse, 2021)

Halioxepine (1, see Figure 1) is a meroterpene isolated in 2011 by Junichi Tanaka and co-workers ...

First Total Synthesis of a Harziane Diterpenoid (E. Carreira, 2019)

The E. M. Carreira research group from the ETH Zürich (Swiss) recently published in Angewandte Ch...

Total Synthesis of Manginoid A (S. A. Snyder, 2021)

The terpenoid manginoid A (1, see Figure 1) is a polycyclic terpenoid bearing a spirocyclohexaned...

Total Synthesis of Pimara-15-endiol (T. Magauer, 2020)

One of the most interesting biosynthetic transformation is the cyclization of terpenoids to stero...

First Total Synthesis of Scabrolide A (B. M. Stoltz, 2020)

In 2002 Sheu et al. isolated scabrolide A (1) and other natural products from Taiwanese soft cora...

Total Synthesis of Trihydroxytremulenone, Concenolide C and E by Pd-Cyclization (B. Trost, 2020)

Complex terpenoids like 10,11,12-trihydroxy tremulenone (1), cocenolide C (2) and E (3, Figure 1)...

First Asymmetric Total Synthesis of Waihoensene (Z. Yang, 2020)

Although isolated already in 1997, the complex diterpene waihoensene was firstly synthesized twen...

Total Synthesis of Pleurotin (Y. Q. Long 2024)

Pleurotin (1, see Fig. 1) is a benzoquinone meroterpenoid that was first isolated in the late 194...