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Total Syntheses of Natural Products

In this book recently published total syntheses of natural products will be featured. The book is divided into chapters referring to natural product families.

Alkaloids

Enantioselective Total Synthesis of Batrachotoxinin A (T. Luo, 2020)

Batrachotoxinin A (1, see Figure 1) is an alkaloid with a steroidal skeleton. The batrachtoxinins...

Bioinspired Total Synthesis of Brevianamide (A. Lawrence, 2020)

Although already isolated by Birch et al. in 1969, it took 50 years for the first total synthesis...

First Total Synthesis of Daphnezomines A and B (C. Li, 2020)

Alkaloids from the plant genus Daphniphyllum are known for their complex structure and attracted ...

Synthesis of Cortistatin A from Prednisone (P. Baran, 2008)

For the enantioselective synthesis of complex alkaloid cortistatin A (1), the research group of P...

Total Synthesis of Cortistatin A (M. Shair, 2008)

In one of the early total syntheses of cortistatin A (1, see Figure 1) the research group of Matt...

Total Synthesis of Cortistatin A (K. C. Nicolaou, 2009)

The total synthesis of cortistatin A (1, see Scheme 1) by the K. C. Nicolaou research group publi...

First Total Synthesis of Granatumine A (T. R. Newhouse, 2019)

In this total synthesis the research group of Timothy Newhouse from Yale University (USA) describ...

Total Synthesis of Himalensine A (J. Xu, 2019)

Himalensine A (1) is a member of the daphniphyllum alkaloids isolated in 2016 from Daphniphyllum ...

First Total Synthesis of Kopsinitarine E (D. Ma, 2020)

Kopsinitarine E (1) is a polycyclic alkaloid isolated from Kopsia species. In the journal Angewan...

Total Synthesis of racemic Phyllantidine by Ring Expansion (J. L. Wood, 2020)

Phyllantidine (1) is member of the Securinega alkaloids family named after their first isolation ...

Total Synthesis of Ritterazine B (S. Reisman, 2021)

Ritterazine B (1, Figure 1) is an alkaloid bearing a pyrazine core with two pseudodimeric sites. ...

Total Synthesis of Stephadiamine and Metaphanine (K. Nagasawa, 2021)

Stephadiamine (1, see Figure 1) and metaphanine (2) are two alkaloids with a hasubanan core struc...

Total Synthesis of Talatisamine (M. Inoue, 2020)

Talatisamine (1, see Figure 1) is a highly oxidized hexacyclic alkaloid. Isolated already almost ...

Total Synthesis of Thebainone A (P. Metz, 2020)

Despite several total syntheses of opiates since the 50s, the construction of these complex alkal...

Total Synthesis of Tronocarpine (K. Namba, 2021)

Tronocarpine (1, see Figure 1) is a pentacyclic alkaloid isolated from the plant species Tabernae...

Polyketides

Steroids

Terpenoids and Terpenes

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...

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...

Lignans

Polyether