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Asymmetric induction in Manganese(III)-based oxidative free-radical cyclizations of chiral esters and amides
Journal article   Peer reviewed

Asymmetric induction in Manganese(III)-based oxidative free-radical cyclizations of chiral esters and amides

Barry B Snider and Qingwei Zhang
Tetrahedron letters, Vol.33(40), pp.5921-5924
09/29/1992
DOI: https://doi.org/10.1016/S0040-4039(00)61089-4

Abstract

Mn(III)-based oxidative free-radical cyclizations of phenylmenthyl acetoacetate 1d affords 90% of 11 with 86% de. trans-2-Phenylcyclohexyl ester 1e affords 5e with only 60% de. The 2,5-dimethylpyrrolidine amide 1h affords 14 with higher de (92%), but in only 28% yield.

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