Bond fixation in annulenes. 3. The structural consequences of tetra-and pentamethyl substitution of the cyclooctatetraene ring

LA Paquette, JM Photis

Index: Paquette,L.A.; Photis,J.M. Journal of the American Chemical Society, 1976 , vol. 98, # 16 p. 4936 - 4945

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Citation Number: 16

Abstract

Abstract: The 1, 2, 3, 4-and 1, 2, 3, 8-tetramethylcyclooctatetraenes as well as the higher homologous 1, 2, 3, 4, 6-and 1, 2, 3, 5, 8-pentamethyl derivatives have been prepared conveniently in isomerically pure form by procedures which hold promise of con-siderable generality. One scheme consists in elaboration of a suitably substituted 8-thiabicyclo [4.3. 0] non-3-ene dioxide, its alkylative desulfonylation with ring contraction to introduce a 1, 2- ...