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Enantioselective Total Synthesis of a Natural Iridoid
- Issue Date
- 1-Jul-2011
- Publisher
- AMER CHEMICAL SOC
- Citation
- ORGANIC LETTERS, v.13, no.13, pp 3344 - 3347
- Pages
- 4
- Indexed
- SCI
SCIE
SCOPUS
- Journal Title
- ORGANIC LETTERS
- Volume
- 13
- Number
- 13
- Start Page
- 3344
- End Page
- 3347
- ISSN
- 1523-7060
1523-7052
- Abstract
- The first total synthesis of 6-hydroxy-7-(hydroxymethyl)-4-methylenehexahydrocyclopenta[c]pyran-1(3H)-one has been accomplished. A key feature of the synthesis includes facile construction of the bicyclic lactone intermediate via intramolecular Pd(0)-catalyzed allylic alkylation and the efficient transformation of this intermediate into the iridoid skeleton employing silicon tethered radical cyclization.
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