Catalytic electronic activation: indirect Sharpless asymmetric epoxidation of enals
Black, P. J., Jenkins, K. and Williams, J. M. J., 2002. Catalytic electronic activation: indirect Sharpless asymmetric epoxidation of enals. Tetrahedron: Asymmetry, 13 (3), pp. 317-323.
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The asymmetric epoxidation of allylic cyanohydrins using the Sharpless kinetic resolution (SKR) reaction was explored. The SKR methodology was extended to enals via in-situ conversion into the corresponding cyanohydrin. The prospect of achieving a dynamic Sharpless kinetic resolution was investigated and the enantioselectivity of the SKR of (E)-2-hydroxy-3-methyl-4-phenyl-3-butenenitrile 1 studied. Reversible hydrocyanation of alpha-methyl cinnamaldehyde was developed and a one-pot hydrocyanation/epoxidation process achieved. (C) 2002 Elsevier Science Ltd. All rights reserved.
|Creators||Black, P. J., Jenkins, K. and Williams, J. M. J.|
|Departments||Faculty of Science > Chemistry|
|Additional Information||ID number: ISI:000175140700015|
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