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Synthetic studies on maitotoxin. 3. Stereoselective synthesis of the BCDE-ring system.
- Source :
-
Organic letters [Org Lett] 2008 May 01; Vol. 10 (9), pp. 1683-5. Date of Electronic Publication: 2008 Apr 08. - Publication Year :
- 2008
-
Abstract
- The stereoselective synthesis of the BCDE-ring system of maitotoxin has been accomplished through a two-directional strategy for the construction of polycyclic ether. The key reactions involve SmI 2-induced double cyclization of a beta-alkoxyacrylate and a double dihydroxylation for construction of the B- and E-rings.
- Subjects :
- Animals
Cyclization
Dinoflagellida chemistry
Ethers chemistry
Marine Toxins chemistry
Molecular Structure
Oxocins chemistry
Polycyclic Compounds chemistry
Stereoisomerism
Ethers chemical synthesis
Marine Toxins chemical synthesis
Oxocins chemical synthesis
Polycyclic Compounds chemical synthesis
Subjects
Details
- Language :
- English
- ISSN :
- 1523-7060
- Volume :
- 10
- Issue :
- 9
- Database :
- MEDLINE
- Journal :
- Organic letters
- Publication Type :
- Academic Journal
- Accession number :
- 18393509
- Full Text :
- https://doi.org/10.1021/ol8002699