Reaction of 1, 4-diiodonorbornane, 1, 4-diiodobicyclo [2.2. 2] octane, and 1, 5-diiodobicyclo [3.2. 1] octane with butyllithium. Convenient preparative routes to the [2.2. …

KB Wiberg, WE Pratt, WF Bailey

Index: Wiberg,K.B. et al. Journal of the American Chemical Society, 1977 , vol. 99, p. 2297 - 2302

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Citation Number: 31

Abstract

Abstract: The reactions of I, 4-diiodobicyclo [2.2. 2] octane and I, 5-diiodobicyclo [3.2. Iloctane with trrt-butyllithium provide convenient synthetic routes to the [2.2. 2]-and [3.2. Ilpropellanes. The corresponding reaction of I, 4-diiodonorbornane gave I-tert-butyl-4- iodonorbornane as a major product. Whereas I, 4-dibromonorbornane did not react with trrt- butyllithium. I-bromo-4-iodonorbornane did react and again gave I-trrt-butyl-4- ...