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Asymmetric Total Synthesis of Amphirionin-2.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2021 Aug 06; Vol. 86 (15), pp. 10006-10022. Date of Electronic Publication: 2021 Jul 16. - Publication Year :
- 2021
-
Abstract
- A convergent route for the asymmetric total synthesis of potent anticancer polyketide natural product amphirionin-2 has been developed. Our initial synthetic trials revealed that the proposed structures of amphirionin-2 need to be revised consistent with a recent report of Fuwa et al., where the actual structure of amphirionin-2 was established. The key features of our synthesis comprised Sharpless asymmetric dihydroxylation, followed by cycloetherification, Wittig olefination, Julia-Kocienski olefination, and Crimmins propionate aldol reaction.
- Subjects :
- Molecular Structure
Stereoisomerism
Furans
Polyketides
Subjects
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 86
- Issue :
- 15
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 34269065
- Full Text :
- https://doi.org/10.1021/acs.joc.1c00686