Dodecahedrane. Improved synthetic access to, and monofunctionalization of, the spherical hydrocarbon. Spectral properties of the derivatives

LA Paquette, JC Weber, T Kobayashi…

Index: Paquette,L.A.; Weber,J.C.; Kobayashi,T. Journal of the American Chemical Society, 1988 , vol. 110, p. 8591

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Citation Number: 34

Abstract

Abstract: Initially described are several notable improvements in the synthesis of dodecahedrane. The principal modifications involve the domino Diels-Alder reaction, utilization of ethyl ester derivatives while progressing to bis (1actone) 10, peripheral bond construction during the late stages of sphere construction, and the final dehydrogenation. In the latter transformation, the use of 5% platinum on alumina alone is shown to constitute ...