Bromohydrin formation in dimethyl sulfoxide. V. Reaction of norbornene

DR Dalton, RK Rodebaugh…

Index: Dalton,D.R. et al. Journal of Organic Chemistry, 1972 , vol. 37, # 3 p. 362 - 367

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Citation Number: 24

Abstract

HO bromobicyclo [2.2. l] heptan-2-exo-o1 (3), the second major product. Presumably, endo attack on D is precluded for the same reasons given above (vide supra), while the delocalized bond in C shields that face which would also yield syn-7-bromobicyclo [2.2. l] heptan-2-endo-ol (6) as this material, too, is not found. It is interesting to speculate, nevertheless, that the small amount of syn-7-bromobicyclo [2.2. 1 lheptan-2-one (7) isolat, ...