Norbomane derivatives

While other polymerizable florinated norbomane derivatives are reported in the patent literature, the presence of pendant hexafluorooxacyclopentane is unique. 

Additional florinated norbomane derivatives, (IV), were prepared by the authors... 

Rule 3. To number positions in the structures named as norbomane derivatives ... 

A simple and conceptually different strategy was devised by Metha and Mohal, exploiting a norbomyl framework as a useful cyclopentanoid equivalent [16]. The key operation in this approach was the setting up of a Grob-like bottom-to-top fragmentation of suitably crafted norbomane derivatives unveiling the cyclopentanoid motif with its integral functionality complement. 

On the other hand, the phenyl group in norbomane derivatives does not migrate even from the exo side this is likely to be dw to an unfavourable steric interaction of phenyl ortho-hydrogen with 7-syn-H... 

These results show the advantages of the benzobicyclo[2,2,2]octadiene and the -octene series in studying solvolysis reactions over the norbomane derivatives. When these models are used the exo and endo isomers yield different reaction mixtures which precludes the intermediate formation of a classical cation with the same skeleton. If this is formed at the stage of reaction proceeding along the k, route it results in products with a skeleton other than that of the compounds formed in the k processes. 

An analogous reaction mode is followed in the 1 2 cross-coupling of 2-bromostyrene with acenaphthylene, which yields a bisannelated tetrahydrofulvene (Scheme 48)J Norbomene can favorably serve as a relay for cascade carbopalladations as the /S-hydride elimination is virtually impossible. The reaction always starts with an alkenyl-or arylpaUadium starter, generated either by oxidative addition of an alkenyl or aryl halide to a paUadium(O) species or by hydro- or carbopalladation of an alkyne, adding to the double bond. With /3-bromostyrene, norbomene can yield the same type of bisannelated tetrahydrofulvene derivative " as with acenaphthylene, but under different reaction conditions can also react with a 2 1 stoichiometry to give a cyclohexadiene-annelated norbomane derivative (Scheme 49). ... 

The olefins (876a) and (876b) afford mixtures of dihalides and acetoxyhalides on reaction with PdClj-CuCl in acetic acid, the 7-substituted norbomane derivatives being formed by typical rearrangements of intermediate norbornyl cations. ... 

Y. Isu, U. Nagashima, T. Aoyama, and H. Hosoya, /. Chem. Inf. Comput. Sci., 36, 286 (1996). Development of Neural Network Simulator for Structure-Activity Correlation of Molecules (NECO). Prediction of Endo/Exo Substitution of Norbomane Derivatives and of Carcinogenic Activity of PAHs from C-NMR Shifts. 

In 2008, and based on the Smla-biduced ethereal ring opening of 2-iodo-7-oxa norbomane derivatives (Scheme 39), Carreira et al. presented a strategy for the construction of the azabicyclononane skeleton of banyaside A and B isolated from the cyanobacterium Nostoc sp. (IL-235) [269]. Both compounds inhibit the proteolytic activity of tiypsin. The synthesis starts with the enantioselective Diels-Alder... 

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