First synthesis of sulfinyl substituted tricarbonyl(η6-arene)chromium(0) complexes
- 1 January 1993
- journal article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 13,p. 1059-1062
- https://doi.org/10.1039/c39930001059
Abstract
Dimethyldioxirane efficiently oxidises tricarbonylchromium(O) complexes of sulfenyl substituted arenes to tricarbonylchromium(O) complexes of sulfinyl substituted arenes: ortho substituted complexes are oxidised with high diastereoselectivity and determination of the relative stereochemistry of the oxidation products by inter alia an X-ray crystal structure analysis of tricarbonyl[η6–1-(tert-butylsulfinyl)-2-methoxybenzene]chromium(0)(2bx) revealed that oxidations of methylsulfenyl and tert-butylsulfenyl substituted complexes proceed to give complementary diastereoisomers.Keywords
This publication has 33 references indexed in Scilit:
- A New Asymmetric Synthesis of Tricarbonylchromium Complexes ofortho-Substituted Benzaldehydes. Preliminary communicationHelvetica Chimica Acta, 1992
- Resolution and asymmetric synthesis of ortho-substituted (benzaldehyde)tricarbonylchromium complexesJournal of the American Chemical Society, 1992
- Transformations of chiral (.eta.6-arene)chromium complexes in organic synthesis: aldol reactions of (ortho-substituted acetophenone)chromium complexesThe Journal of Organic Chemistry, 1992
- Stereoselective manipulation of acetals derived from o-substituted benzaldehyde chromium tricarbonyl complexesPublished by Walter de Gruyter GmbH ,1992
- Enzymatic generation of planar chirality in the (arene)tricarbonylchromium seriesTetrahedron: Asymmetry, 1992
- Asymmetric aldol reaction: A highly -selective aldol reaction between tricarbonyl(-trimethylsilylbenzaldehyde derivative )-chromium (0) complexes and cyclic silyl enol ethersTetrahedron, 1991
- Pyridine Chromium Tricarbonyl Complexes: Completely Stereoselective Aldol-Type Reactions Between 2-Ethylpyridine Chromium Tricarbonyl and Non-Enolisable AldehydesSynlett, 1991
- Tricarbonyl(benzaldehyde)chromium(0) complexes in organic synthesis: A highly stereoselective 1,3-dipolar cycloaddition of chromium(0)-complexed nitronesTetrahedron Letters, 1990
- Stereoselective synthesis of β-hydroxyamino acids by aldol reaction of α-isocyanocarboxylate with arene-chromium-tricarbonyl complexes.Tetrahedron Letters, 1990
- Asymmetric synthesis of alpha substituted benzyl alcohols via the stereoselective addition of nucleophiles to homochiral tricarbonyl(η6-o-trialkylsilylbenzaldehyde)chromium(0) complexesJournal of the Chemical Society, Perkin Transactions 1, 1990