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Titles listTandem enantioselective conjugate addition-cyclopropanation. Application to natural product synthesis
Titles listTandem enantioselective conjugate addition-cyclopropanation. Application to natural product synthesis
Scientific Article
unige:8030 
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Tandem enantioselective conjugate addition-cyclopropanation. Application to natural product synthesis |
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| Published in | Journal of Organic Chemistry. 2002, vol. 67, no. 25, p. 8753-8757 | |
| Abstract | A tandem asymmetric conjugate addition-cyclopropanation was developed, in which a cyclic or linear enone was converted to a TMS-protected 3-substituted-cyclopropanol in an efficient one-pot reaction. These compounds were then selectively cleaved to yield alpha-methyl-beta-alkyl ketones, alpha-methylene-enones, or chain extended gamma-alkyl-enones. This methodology was applied to the formal total synthesis of (-)-(S,S)-clavukerin A and (+)-(R,S)-isoclavukerin. | |
| Identifiers | DOI: 10.1021/jo026262w PMID: 12467385 | |
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| Citation (ISO format) | ALEXAKIS, Alexandre, MARCH, Sebastien. Tandem enantioselective conjugate addition-cyclopropanation. Application to natural product synthesis. In: Journal of Organic Chemistry, 2002, vol. 67, n° 25, p. 8753-8757. doi: 10.1021/jo026262w https://archive-ouverte.unige.ch/unige:8030 |
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