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Asymmetric cyclopropanations and cycloadditions of dioxocarbenes
Citation
Muller, P and Allenbach, YF and Chappellet, S and Ghanem, A, Asymmetric cyclopropanations and cycloadditions of dioxocarbenes, Synthesis, 2006, (10) pp. 1689-1696. ISSN 0039-7881 (2006) [Refereed Article]
DOI: doi:10.1055/s-2006-926452
Abstract
Methods for enantioselective transfer of carbenes starting from precursors carrying two carbonyl groups have been elaborated. A one-pot procedure for olefin cyclopropanation with CH-acidic precursors via intermediate phenyliodonium ylides has been developed. The structure of the [Rh 2{(S)-nttl}4] catalyst was optimized to produce up to 98% ee in olefin cyclopropanations with dimethyl malonate or Meldrum's acid. Highly selective Rh(II)-catalyzed olefin cyclopropanations could be observed upon replacement of methyl diazoacetoacetate by methyl (silyloxyvinyl)diazoacetate. Enantioselective dipolar cycloadditions of diazopyruvate to polar olefins have been realized with Ru(II)-pybox catalysts. © Georg Thieme Verlag Stuttgart.
Item Details
Item Type: | Refereed Article |
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Research Division: | Chemical Sciences |
Research Group: | Analytical chemistry |
Research Field: | Separation science |
Objective Division: | Expanding Knowledge |
Objective Group: | Expanding knowledge |
Objective Field: | Expanding knowledge in the chemical sciences |
UTAS Author: | Ghanem, A (Dr Ashraf Ghanem) |
ID Code: | 58423 |
Year Published: | 2006 |
Web of Science® Times Cited: | 33 |
Deposited By: | Austn Centre for Research in Separation Science |
Deposited On: | 2009-10-02 |
Last Modified: | 2009-10-02 |
Downloads: | 0 |
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