Synthesis of triamantane

FS Hollowood, MA McKervey, R Hamilton…

Index: Hollowood, Fredric S.; McKervey, M. Anthony; Hamilton, Robert; Rooney, John J. Journal of Organic Chemistry, 1980 , vol. 45, # 24 p. 4954 - 4958

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Citation Number: 38

Abstract

Triamantanls, the third member of the diamondoid hydrocarbon series, has been synthesized efficiently in five easy stages from norbornadiene. Acid-catalyzed rearrangement of the norbornadiene [4+ 41 dimer, binor S (5), either in solution using silver perchlorate or in the gas phase on silica gel, gives two hexacyclic olefins (13 and 14) suitable (without separation) for further elaboration:[4+ 21 cycloaddition with butadiene ...