Synthetic Studies on the 1, 6-Methano [10] annulene Skeleton: A New Route That Provides Derivatives Substituted at the Bridge and on the Annulene Ring

…, JM Desper, KD Schladetzky, SH Gellman

Index: Barrett, David G.; Liang, Gui-Bai; McQuade, D. Tyler; Desper, John M.; Schladetzky, Kurt D.; Gellman, Samuel H. Journal of the American Chemical Society, 1994 , vol. 116, # 23 p. 10525 - 10532

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Citation Number: 10

Abstract

Abstract: A new synthetic route to the 1, 6-methano [lO] annuIene skeleton has been developed. The key step in this route is the semi-benzylic Favorskii rearrangement of a [4.4. 2] propellane to a [4.4. llpropellane. The methodology discussed here provides access to 1, 6-methano [lolannulene derivatives bearing substituents on both the bridge carbon and the annulene ring. Control of the relative positioning of these appendages is achieved by ...