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- Document type:
- Journal Article
- Author(s):
- Lange, A.; Heydenreuter, W.; Menz, H.; Kirsch, S. F.
- Title:
- Transition-Metal-Catalyzed Rearrangement of 1,1-(Oligomethylene)-4-aryl-2-butene-1,4-diols: Ring Expansion vs. Aryl Group Migration
- Abstract:
- The transition-metal-catalyzed rearrangement of 1,1-(oligomethylene)-4-aryl-2-butene-1,4-diols was investigated. In the presence of PdCl(2)(MeCN)(2) and Cu(OTf)(2), a rapidly equilibrating 1,3-isomerization is followed by 1,2-migration to produce cyclopentanones or cyclohexanones through expansion Of four- or five-membered ring systems. When employing larger ring systems or acyclic cores, aryl migration provides 2-aryl aldehydes.
- Congress title:
- ISI Document Delivery No.: 529JY Times Cited: 5 Cited Reference Count: 55 Lange, Alex Heydenreuter, Wolfgang Menz, Helge Kirsch, Stefan F. Deutsche Forschungsgemeinschaft (DFG) This project was supported by the Deutsche Forschungsgemeinschaft (DFG). We thank Prof Dr. Th. Bach for fruitful discussions and generous support. 5 Georg thieme verlag kg Stuttgart
- Journal title:
- Synlett
- Year:
- 2009
- Journal issue:
- 18
- Pages contribution:
- 2987-2991
- Fulltext / DOI:
- doi:10.1055/s-0029-1218274
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