Details
| Original language | English |
|---|---|
| Pages (from-to) | 2590-2602 |
| Number of pages | 13 |
| Journal | Synthesis |
| Issue number | 15 |
| Publication status | Published - 1 Aug 2006 |
Abstract
The stereoselective synthesis of the fully functionalized northern hemisphere of the marine natural product amphidinolide H2 is described. A vinylogous Mukaiyama aldol reaction and enzymatic desymmetrization of a meso compound are the key steps in the fragment synthesis. A stereoselective acetate aldol coupling and a 1,3-anti-reduction of the resulting β-hydroxy ketone complete the synthesis of the C14-C26 fragment.
Keywords
- Aldol reaction, Amphidinolides, Macrolides, Natural products, Stereoselectivity
ASJC Scopus subject areas
- Chemical Engineering(all)
- Catalysis
- Chemistry(all)
- Organic Chemistry
Sustainable Development Goals
Cite this
- Standard
- Harvard
- Apa
- Vancouver
- BibTeX
- RIS
In: Synthesis, No. 15, 01.08.2006, p. 2590-2602.
Research output: Contribution to journal › Article › Research › peer review
}
TY - JOUR
T1 - Synthesis of the northern hemisphere of amphidinolide H2
AU - Liesener, Florian P.
AU - Jannsen, Ulrike
AU - Kalesse, Markus
PY - 2006/8/1
Y1 - 2006/8/1
N2 - The stereoselective synthesis of the fully functionalized northern hemisphere of the marine natural product amphidinolide H2 is described. A vinylogous Mukaiyama aldol reaction and enzymatic desymmetrization of a meso compound are the key steps in the fragment synthesis. A stereoselective acetate aldol coupling and a 1,3-anti-reduction of the resulting β-hydroxy ketone complete the synthesis of the C14-C26 fragment.
AB - The stereoselective synthesis of the fully functionalized northern hemisphere of the marine natural product amphidinolide H2 is described. A vinylogous Mukaiyama aldol reaction and enzymatic desymmetrization of a meso compound are the key steps in the fragment synthesis. A stereoselective acetate aldol coupling and a 1,3-anti-reduction of the resulting β-hydroxy ketone complete the synthesis of the C14-C26 fragment.
KW - Aldol reaction
KW - Amphidinolides
KW - Macrolides
KW - Natural products
KW - Stereoselectivity
UR - http://www.scopus.com/inward/record.url?scp=33747161931&partnerID=8YFLogxK
U2 - 10.1055/s-2006-942459
DO - 10.1055/s-2006-942459
M3 - Article
AN - SCOPUS:33747161931
SP - 2590
EP - 2602
JO - Synthesis
JF - Synthesis
SN - 0039-7881
IS - 15
ER -