Tetrahedron

Stereochemistry of aziridine formation by reduction of oximes with lithium aluminum hydride on aralkyl alkyl ketoximes and their tosylates

K Kotera, T Okada, S Miyazaki

Index: Kotera,K. et al. Tetrahedron, 1968 , vol. 24, p. 5677 - 5690

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Citation Number: 29

Abstract

Separation of syn-and anti-isomers of aralkyl alkyl ketoximes and their tosylates has been carried out using 1-phenylpropan-2-one and 1-α-naphthylpropan-2-one. With the established configurations, LAH reduction of the oximes and their tosylates has been performed and the products have been analysed by GLC. The results clearly indicate that aziridine formation is strongly influenced by the configurations of the oximes and the ...