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Enhancement of the diastereoselectivity in the addition of trimethylsilyl cyanide to chiral aldimines by catalysis with a chiral 1,2-diamine: unexpected mechanistic results
Article de revue   Avec comité de lecture

Enhancement of the diastereoselectivity in the addition of trimethylsilyl cyanide to chiral aldimines by catalysis with a chiral 1,2-diamine: unexpected mechanistic results

Eric Leclerc, Pierre Mangeney et Vivien Henryon
Tetrahedron: asymmetry, Vol.11(17), pp.3471-3474
08/09/2000
DOI: https://doi.org/10.1016/S0957-4166(00)00324-4

Résumé

The modest diastereoselectivity usually observed on addition of TMSCN to chiral imines derived from 1-phenylethylamine is considerably enhanced by the use of a catalytic amount of a chiral diamine. NMR monitoring of the reaction introduces some evidence for a product-catalysed reaction.

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