Tetrahedron

Conformational analysis. LXII. solvolysis and deamination studies of the 5-t-butylcylooctyl system.

NL Allinger, W Szkrybalo

Index: Allinger,N.L.; Szkrybalo,W. Tetrahedron, 1968 , vol. 24, p. 4699 - 4711

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Citation Number: 9

Abstract

The solvolyses of cis-and trans-5-t-butylcyclooctyl tosylates in acetic acid have been studied, and the rates and products are reported. The fast rate and rearranged product from the cis isomer are interpreted in terms of neighboring group participation by hydride. Improved syntheses of the compounds are given. Deamination reactions of the corresponding amines were also studied, and a product study is described and interpreted in terms of the ...