Isolation, characterization, and rearrangement of cis-and trans-N-acetyl-2-amino-5, 6-dimethoxy-5-methylcyclohexa-1, 3-diene. Models for the proposed precursors of …

PG Gassman, JE Granrud

Index: Gassman,P.G.; Granrud,J.E. Journal of the American Chemical Society, 1984 , vol. 106, p. 2448

Full Text: HTML

Citation Number: 33

Abstract

J. Am. Chem. SOC., Vol. 106, No. 8, 1984 2449 while others have hypothesized3 that a direct 1, 2-shift occurs to yield 5 (X= glutathion-S-yl). Although neither 3 nor 4 has been isolated, their existence has been justified on the basis of theoretical calculation^.^ We now wish to report the synthesis and characterization of simple analogues of 3 and 4 which provide a solid mechanistic basis for the 1-2-3-4-5 mechanistic path. Treatment of 66 with ...