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DOI: 10.1055/s-0030-1259430
Synthetic Studies towards Optically Active 13-Oxyingenol via Asymmetric Cyclopropanation
Publication History
Publication Date:
31 January 2011 (online)
Abstract
The enantioselective synthesis of a seven-membered enone compound, the key intermediate of our previous synthesis of the inside-outside framework of 13-oxyingenol in racemic form, was achieved by using asymmetric cyclopropanation and reductive deoxygenation as key steps.
Key words
13-oxyingenol - asymmetric cyclopropanation - chiral aza-semicorrin ligand - reductive deoxygenation - intramolecular aldol reaction
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References
Research fellow of the Japan Society for the Promotion of Science (JSPS).
13This asymmetric synthesis of seven-membered enone (-)-7 had a low yield in comparison with our previous approach in racemic form, possibly because of the small reaction scale. The detailed experimental procedures for the seven-membered enone (±)-7 6 in multigram scale are given in the experimental section.