Synthesis of dirhodium(II) tetrakis[methyl 1-(3-phenylpropanoyl)-2-oxaimidazolidine-4( S)-carboxylate], Rh 2(4 S-MPPIM) 4

Michael P Doyle,John T Colyer

doi:10.1016/j.tetasy.2003.08.035

Synthesis of dirhodium(II) tetrakis[methyl 1-(3-phenylpropanoyl)-2-oxaimidazolidine-4( S)-carboxylate], Rh 2(4 S-MPPIM) 4

Michael P Doyle, John T Colyer

https://doi.org/10.1016/j.tetasy.2003.08.035

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Journal: Tetrahedron: Asymmetry	Publication Date: Oct 4, 2003
Citations: 10

Affiliation: University of Arizona

#Chiral Dirhodium #Large-scale Synthesis + Show 3 more

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Abstract

The large-scale synthesis with greatly improved yields of methyl 1-(3-phenylpropanoyl)-2-oxaimidazolidine-4( S)-carboxylate and the chiral dirhodium(II) carboxamidate derived from it, Rh 2(4 S-MPPIM) 4, is described. The key step in the overall synthesis is the Hofmann rearrangement of Boc-protected l-asparagine, the procedure for which has been modified to achieve near quantitative yield.

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