Details
| Original language | English |
|---|---|
| Article number | 3841 |
| Journal | MOLECULES |
| Volume | 25 |
| Issue number | 17 |
| Early online date | 24 Aug 2020 |
| Publication status | Published - Sept 2020 |
Abstract
Contiguous quaternary carbons in terpene natural products remain a major challenge in total synthesis. Synthetic strategies to overcome this challenge will be a pivotal prerequisite to the medicinal application of natural products and their analogs or derivatives. In this review, we cover syntheses of natural products that exhibit a dense assembly of quaternary carbons and whose syntheses were uncompleted until recently. While discussing their syntheses, we not only cover the most recent total syntheses but also provide an update on the status quo of modern syntheses of complex natural products. Herein, we review (±)-canataxpropellane, (+)-waihoensene, (–)-illisimonin A and (±)-11-O-debenzoyltashironin as prominent examples of natural products bearing contiguous quaternary carbons.
Keywords
- Canataxpropellane, Natural products, Ortho-photo-cycloaddition, Taxane diterpene, Total synthesis, Waihoensene
ASJC Scopus subject areas
- Chemistry(all)
- Analytical Chemistry
- Chemistry(all)
- Chemistry (miscellaneous)
- Biochemistry, Genetics and Molecular Biology(all)
- Molecular Medicine
- Pharmacology, Toxicology and Pharmaceutics(all)
- Pharmaceutical Science
- Pharmacology, Toxicology and Pharmaceutics(all)
- Drug Discovery
- Chemistry(all)
- Physical and Theoretical Chemistry
- Chemistry(all)
- Organic Chemistry
Cite this
- Standard
- Harvard
- Apa
- Vancouver
- BibTeX
- RIS
In: MOLECULES, Vol. 25, No. 17, 3841, 09.2020.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Contiguous Quaternary Carbons
T2 - A Selection of Total Syntheses
AU - Eggert, Alina
AU - Etling, Christoph
AU - Lübken, Dennis
AU - Saxarra, Marius
AU - Kalesse, Markus
N1 - Funding information: M.S. is grateful to the Verband der Chemischen Industrie (Frankfurt/Main (Germany)) for a generous Ph.D. stipend.
PY - 2020/9
Y1 - 2020/9
N2 - Contiguous quaternary carbons in terpene natural products remain a major challenge in total synthesis. Synthetic strategies to overcome this challenge will be a pivotal prerequisite to the medicinal application of natural products and their analogs or derivatives. In this review, we cover syntheses of natural products that exhibit a dense assembly of quaternary carbons and whose syntheses were uncompleted until recently. While discussing their syntheses, we not only cover the most recent total syntheses but also provide an update on the status quo of modern syntheses of complex natural products. Herein, we review (±)-canataxpropellane, (+)-waihoensene, (–)-illisimonin A and (±)-11-O-debenzoyltashironin as prominent examples of natural products bearing contiguous quaternary carbons.
AB - Contiguous quaternary carbons in terpene natural products remain a major challenge in total synthesis. Synthetic strategies to overcome this challenge will be a pivotal prerequisite to the medicinal application of natural products and their analogs or derivatives. In this review, we cover syntheses of natural products that exhibit a dense assembly of quaternary carbons and whose syntheses were uncompleted until recently. While discussing their syntheses, we not only cover the most recent total syntheses but also provide an update on the status quo of modern syntheses of complex natural products. Herein, we review (±)-canataxpropellane, (+)-waihoensene, (–)-illisimonin A and (±)-11-O-debenzoyltashironin as prominent examples of natural products bearing contiguous quaternary carbons.
KW - Canataxpropellane
KW - Natural products
KW - Ortho-photo-cycloaddition
KW - Taxane diterpene
KW - Total synthesis
KW - Waihoensene
UR - http://www.scopus.com/inward/record.url?scp=85089981213&partnerID=8YFLogxK
U2 - 10.3390/molecules25173841
DO - 10.3390/molecules25173841
M3 - Article
C2 - 32847075
AN - SCOPUS:85089981213
VL - 25
JO - MOLECULES
JF - MOLECULES
SN - 1420-3049
IS - 17
M1 - 3841
ER -