1, 5-Disubstituted cyclooctatetraenes

MH Lyttle, A Streitwieser, MJ Miller

Index: Lyttle, Matthew; Streitwieser, Andrew; Miller, Michael J. Journal of Organic Chemistry, 1989 , vol. 54, # 10 p. 2331 - 2335

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Citation Number: 13

Abstract

1, 5-Di-tert-butylcyclooctatetraene (1B) and 1, 5-diphenylcyclooctatetraene (1P) have been prepared from 1, 5-cyclooctadiene in 10 steps and in 11% and 1% overall yield, respectively. An alternative route gave 1P in 10% overall yield in eight steps, but this route was not effective for 1B. Both pathways share a common appropriately substituted intermediate, 5-phenyl-9-oxobicyclo [3.3. llnonan-1-01, 5P, and 5-tert-butyl-9-oxabicyclo [ ...