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Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
 

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High enantioselectivity in rhodium-catalyzed allylic alkylation of 1-substituted 2-propenyl acetates.

[reaction: see text] Rhodium-catalyzed asymmetric allylic alkylation of 1-substituted 2-propenyl acetates with dimethyl malonate proceeded with high enantioselectivity in the presence of cesium carbonate as a base and a rhodium catalyst generated from Rh(dpm)(C(2)H(4))(2) (dpm = dipivaloylmethanato) and a chiral phosphino-oxazoline whose basic skeleton is axially chiral binaphthyl to give branch alkylation products in greater than 90% ee.[1]

References

  1. High enantioselectivity in rhodium-catalyzed allylic alkylation of 1-substituted 2-propenyl acetates. Hayashi, T., Okada, A., Suzuka, T., Kawatsura, M. Org. Lett. (2003) [Pubmed]
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